Abstract (Introduction): Bycatch and discards are a socio-environmental concern that threatens the sustainability of marine life and fishing grounds. Approaches to this problem have focused on biological and/or ecological aspects. We considered it necessary to explore the problem from the social dimension and for this purpose we explored social representations. (Objective): The aim of this study is to explore the social representations of bycatch and discards in a group of businessmen and workers in the capture stage of the Argentine industrial fishing activity. We ask how they evaluate bycatch and fishing discards, what are their causes and if they observe possible solutions. (Methodology): Within the framework of a project of the Federal Fishing Council, we conducted focus groups with businessmen, business chambers, SOMU workers and captains of the industrial fishing activity. (Results): The results of the focus groups conducted in 2021 reveal three main causes of this problem. First, the lack of reliable data on actual discard levels raises concerns about sustainability and overfishing. Second, the low utilization of selectivity devices is attributed to their operational inefficiency and possible labour barriers. Finally, economic and organizational pressures, such as company profitability and workers’ salaries, justify the discard of non-target species, exacerbating the problem. (Conclusions): The work contributes to an understanding of the main reasons for bycatch and discards, which is essential to advance solutions. We understand that solutions are not simple and involve a sincere debate among stakeholders.

Resumen (Introducción): Las capturas incidentales y los descartes pesqueros son una preocupación socioambiental que amenaza la sostenibilidad de la vida marina y de los caladeros. Los abordajes a esta problemática estuvieron centrados en aspectos biológicos y ecológicos. Consideramos necesario explorar la problemática desde la dimensión social y para ello, exploramos las representaciones sociales. (Objetivo): El objetivo de este estudio fue explorar las representaciones sobre capturas incidentales y descartes pesqueros en un grupo de empresarios y trabajadores de la etapa de captura de la actividad pesquera industrial argentina, específicamente, cómo evalúan este problema, sus causas y posibles soluciones. (Metodología): En el marco de un proyecto del Consejo Federal Pesquero, se realizaron grupos focales con seis cámaras empresariales y personal jerárquico de empresas asociadas, así como trabajadores del SOMU y capitanes que operan en alta mar. (Resultados): Los resultados de los grupos focales realizados en 2021 revelaron tres principales causas de dicha problemática. Primero, la falta de datos confiables sobre los niveles reales de descarte genera preocupaciones sobre la sostenibilidad y la sobreexplotación. Segundo, la escasa utilización de dispositivos de selectividad se atribuye a su ineficacia operativa y a posibles barreras laborales. Finalmente, las presiones económicas y organizacionales, como la rentabilidad de las empresas y los salarios de los trabajadores, justifican el descarte, exacerbando el problema. (Conclusiones): El trabajo aporta a un entendimiento sobre las razones de la captura incidental y los descarte, esencial para avanzar en soluciones. Entendemos que las soluciones no son simples e implican un sincero debate entre actores.

Schiff bases are diverse organic compounds with an azomethine structure (–C=N–), holding potential in both chemistry and biology. They serve as catalysts, stabilizers, and exhibit various biological activities. The molecular structure of Schiff bases influences their biological properties, including antimicrobial effects. Redox-active compounds with more negative potentials tend to be more effective against microbes. In one of our recent studies, we explored the antimicrobial properties of two Schiff bases derivatives, SB-1 ((E)-4-amino-3-((3,5-di-tert-butyl-2-hydroxybenzylidene)amino) and SB-2 ((E)-2-((4-nitrobenzilidene)amino)aniline). SB-1 showed antibacterial activity against certain Gram-positive bacteria, while SB-2 did not. The difference in their cyclic voltametric profiles, especially SB-1’s more negative reduction potential, prompted us to carry out further characterizations, including scan-rate studies, solvent analysis, and computational calculations. We found that SB-1, which presents a stable intramolecular hydrogen bond, undergoes irreversible oxidation, likely at the –NH2 group, and a quasi-reversible reduction via an intramolecular reductive coupling of the (–C=N–) azomethine group, supported by orbital theoretical calculations. This research sheds light on the potential applications of Schiff bases in antimicrobial contexts, guided by their redox properties and structure. –C=N–, CN –C=N– , C N biology catalysts stabilizers activities effects Redoxactive Redox active microbes studies derivatives SB1 SB 1 SB- E4amino33,5ditertbutyl2hydroxybenzylideneamino E4amino335ditertbutyl2hydroxybenzylideneamino Eaminoditertbutylhydroxybenzylideneamino E 4 amino 3 3,5 di tert butyl 2 hydroxybenzylidene 5 ((E)-4-amino-3-((3,5-di-tert-butyl-2-hydroxybenzylidene)amino SB2 E24nitrobenzilideneaminoaniline. E24nitrobenzilideneaminoaniline Enitrobenzilideneaminoaniline nitrobenzilidene aniline . ((E)-2-((4-nitrobenzilidene)amino)aniline) Grampositive Gram positive bacteria not profiles SB1s SBs s characterizations scanrate scan rate analysis calculations SB1, 1, bond oxidation NH2 NH –NH group quasireversible quasi reversible (–C=N– contexts –C=N E4amino33 5ditertbutyl2hydroxybenzylideneamino ditertbutyl hydroxybenzylideneamino 35 3, nitrobenzilideneaminoaniline ((E)-2-((4-nitrobenzilidene)amino)aniline (–C=N Eamino E4amino3 ditertbutylhydroxybenzylideneamino E4amino

Parthenolide (PTN) is a secondary metabolite of the plant Tanacetum parthenium (L.) Schulz Bip. and is considered the chemical marker of this species. This sesquiterpene lactone (germacrene skeleton) has been described as responsible for the biological activity of the leaf extract. In addition, several studies in the literature have demonstrated its antiparasitic and antineoplastic activity. However, there is a need for knowledge of other safety parameters, such as pharmacokinetic, pharmacodynamic and toxicity evaluations. Therefore, in this investigation, the in vitro metabolism of parthenolide was performed with rat liver microsomes and biomimetic metabolism (such as cytochrome P-450 system) using organometallic catalysts. The biomimetic procedure was validated since the major compound of biomimetic oxidative reaction with meta-chloroperbenzoic acid catalyzed by metalloporphyrin 5,10,15,20-tetrakis(pentafluorophenyl)-porphyrin iron(III) chloride was also observed with rat liver microsomes. Previous chemoenzymatic synthesis studies of PTN afforded the same epoxide formation, this major oxidative compound was isolated and fully characterized as (1 R,10R)-epoxyparthenolide based on experimental and theoretical calculations of infrared (IR) and vibrational circular dichroism (VCD) data at the B3PW91/6-311G. Furthermore, for the first time, this metabolite was evaluated for trypanocidal and leishmanicidal activity. The mean inhibitory concentration (IC50) values were lower for PTN than its metabolite and showed significant cytotoxic effects for both parasites. This finding holds promise for addressing neglected diseases. (PTN L. L (L. Bip species germacrene skeleton extract addition However parameters pharmacokinetic evaluations Therefore investigation P450 P 450 P-45 system catalysts metachloroperbenzoic meta chloroperbenzoic 5,10,15,20tetrakispentafluorophenylporphyrin 5101520tetrakispentafluorophenylporphyrin tetrakispentafluorophenylporphyrin 5,10,15,20 tetrakis pentafluorophenyl porphyrin 5 10 15 20 ironIII iron III iron(III formation 1 ( R,10Repoxyparthenolide R10Repoxyparthenolide RRepoxyparthenolide R,10R epoxyparthenolide R 10R IR (IR VCD (VCD B3PW91/6311G. B3PW916311G BPWG B3PW91/6 311G. B3PW91 6 311G B PW G B3PW91/6-311G Furthermore time IC50 IC (IC50 parasites diseases (L P45 45 P-4 20tetrakispentafluorophenylporphyrin 5101520 5,10,15,2 2 10Repoxyparthenolide Repoxyparthenolide R10R RR 6311G B3PW91/6311G B3PW916 BPW B3PW91/ B3PW9 IC5 (IC5 P4 4 P- 510152 5,10,15, B3PW (IC 51015 5,10,15 5101 5,10,1 510 5,10, 51 5,10 5,1 5,

Computational predictive approaches present themselves as an attractive alternative in the search for new compounds that may present toxic or growth regulatory activity in Aedes aegypti. Aspergillus species is a producer of secondary metabolites with diverse biological activities. In this study, it was possible to evaluate the pharmacokinetic and toxicological properties in silico, as well as the prediction of the insecticidal biological activities of the juvenile hormone of natural substances produced by the genus Aspergillus. Initially, 187 molecules were cataloged from various species of Aspergillus spp., and only seven molecules of indole alkaloids were found to exhibit a toxic dose 50% (TD50) after conducting toxicity predictions. The molecular dynamic simulation trajectories were utilized to study parameters such as root mean square deviation, root mean square fluctuation, radius of gyration and intermolecular hydrogen bond to understand the behavior and stability of proposed compounds in the binding pocket of the target protein. The N-β-acetyltryptamine molecule showed a binding affinity value of –8.100 ± 0.200 kcal mol-1, which classifies the compound as a potential insecticidal agent against the Aedes aegypti vector. silico Initially 18 spp spp. 50 TD50 TD (TD50 predictions deviation fluctuation protein Nβacetyltryptamine N β acetyltryptamine 8100 8 100 –8.10 0200 0 200 0.20 mol1, mol1 mol 1, 1 mol-1 vector 5 TD5 (TD5 810 10 –8.1 020 20 0.2 mol- (TD 81 –8. 02 2 0. –8 –

Compared to other species, components of Combretum lanceolatum are still with few data reported in the literature. This work describes the compounds identification, antioxidant and antimicrobial activities of C. lanceolatum twigs. Ethanolic extract (EECLT) from C. lanceolatum twigs was submitted to partition obtaining: hexane (HF), diethyl ether (EEF), ethyl acetate (EAF) and hydromethanolic (HMF) fractions. They were analyzed by gas chromatography-mass spectrometry, high performance liquid chromatography coupled to mass spectrometry and direct insertion mass spectrometry and evaluated for antioxidant assay (2,2-diphenyl-1-picrylhydrazyl (DPPH) method) and antimicrobial assay. Fifty-seven compounds were identified in the fractions. In antioxidant assay, EECLT and EAF demonstrated good antioxidant potential (half maximal effective concentration (EC50): 57.9 and 45.4 µg mL–1, respectively), better than the positive control butylated hydroxytoluene (BHT) (EC50: 69.34 µg mL–1). For antimicrobial assay, all fractions presented promising minimal inhibitory concentration (MIC). EECLT presented the best values against Staphylococcus aureus (125 µg mL–1) and Escherichia coli (62.5 µg mL–1) and better than the positive control fluconazole (8 and 16 µg mL–1) against Candida albicans (3.9 µg mL–1) and Candida krusei (15.6 µg mL–1) strains. This study presents relevant chemical and biological information about C. lanceloatum expanding the knowledge of Brazilian flora. species literature identification C (EECLT obtaining HF, HF , (HF) EEF, EEF (EEF) (EAF HMF (HMF chromatographymass 2,2diphenyl1picrylhydrazyl 22diphenyl1picrylhydrazyl diphenylpicrylhydrazyl 2,2 diphenyl 1 picrylhydrazyl 2 DPPH (DPPH method Fiftyseven Fifty seven half EC50 EC (EC50) 579 57 9 57. 454 45 4 45. mL1 mL mL–1 respectively, respectively respectively) BHT (BHT (EC50 6934 69 34 69.3 mL–1. . MIC. MIC (MIC) 125 (12 62.5 625 62 5 (62. 8 ( 3.9 39 3 (3. 15.6 156 15 6 (15. strains flora (HF (EEF 2diphenyl1picrylhydrazyl 22 2, EC5 mL– (EC5 693 69. (MIC 12 (1 62. (62 3. (3 15. (15 (EC (6

In this study, we aimed to investigate the anticancer activity of the extract, fractions, and isolated compounds of the flowers of Fridericia platyphylla, and to characterize the bioactive compounds. The chemical diversity of the extracts and fractions was investigated using liquid chromatography coupled with high resolution mass spectrometry (LC-HRMS). We were able to annotate 26 compounds from the classes of flavones, flavonols, flavanones, isoflavones, and cinnamic acid and its derivatives. The dichloromethane fraction showed greater cytotoxicity at a concentration of 100 µg mL−1. In addition, the inhibitory concentrations of the dichloromethane fraction were 22.14 and 30.9 µg mL−1 for MCF-7 and MDA-MB-231 cell lines, respectively, and were capable of inhibiting tumor cell migration. Brachydins A and C were isolated from the dichloromethane fraction and showed the greatest cytotoxicity. The results obtained from this study show the potential biological effect of F. platyphylla flowers as a possible antitumor pharmacological agent. extract LCHRMS. LCHRMS LC HRMS . (LC-HRMS) 2 flavones flavonols flavanones isoflavones derivatives 10 mL1 mL 1 addition 2214 22 14 22.1 309 30 9 30. mL− MCF7 MCF 7 MCF- MDAMB231 MDAMB MDA MB 231 MDA-MB-23 lines respectively migration F agent (LC-HRMS 221 22. 3 MDAMB23 23 MDA-MB-2 MDAMB2 MDA-MB- MDA-MB

Selenium-containing compounds exhibit diverse biological activities, such as antioxidative, anti-inflammatory, and cancer preventive effects. Using Caenorhabditis elegans as a model organism, we assessed the toxicity, neuroprotective, antioxidant properties, and impact on longevity of 11 selenoacetylenes. Their toxicity and bioactivities varied based on molecular structure. Selenoacetylenes with butyl substituents were toxic to Galleria mellonella larvae. The presence of but-3-in-2-ol radical increased antiprotozoal activity against Tetrahymena pyriformis. Compared to the positive control (Nimitz® EC), selenoacetylenes were less toxic to nematode worms and eggs. Selenoacetylenes significantly reduced amyloid beta (Aβ) paralysis in C. elegans CL4176 worms, increased longevity by 18 to 22%, along with improving survival after oxidative or thermal stress. Galantamine, showed inferior results. These findings enhance our understanding of selenoacetylenes on neuroprotection, antioxidant activity, and longevity in C. elegans. Future mammalian studies will further elucidate mechanisms and explore the potential therapeutic use of selenoacetylenes in treating Alzheimer’s disease and longevity. Seleniumcontaining Selenium containing activities antioxidative antiinflammatory, antiinflammatory anti inflammatory, inflammatory anti-inflammatory effects organism neuroprotective properties 1 structure larvae but3in2ol butinol but 3 2 ol pyriformis Nimitz® Nimitz (Nimitz EC, EC , EC) eggs Aβ (Aβ C CL CL417 22 22% stress Galantamine results neuroprotection Alzheimers Alzheimer s CL41 CL4

Protium ovatum Eng. Burseraceae is an endemic species in Brazil used in traditional medicine. This study investigated the chemical variation and the in vitro antioxidant and antimicrobial properties of dichloromethane soluble fraction of hydrolate (DSFH) from leaves of P. ovatum collected from five different vegetation physiognomies within the Cerrado Goiano. The region was characterized based on the DSFH chemical composition by gas chromatography coupled to mass spectrometry (GC-MS) analysis. Principal component analysis (PCA) and hierarchical cluster analysis (HCA) were performed to compare the different DSFHs from five Savannah regions in Brazil. The DSFHs from the Cerrado stricto sensu (CSS), Mata de Galeria (MG) and Cerradão (C) regions were grouped in the negative part of PC1, showing high similarity. Samples from the C and MG regions showed antioxidant activity of IC50 = 0.98 and 0.78 mg mL-1, respectively, and 0.250 mg mL-1 of butylated hydroxytoluene (positive control). DSFH from different regions exhibited antifungal activity against Candida albicans. The results show that the chemical composition and the biological activity of DSFHs can be affected according to the area of collection. Eng medicine (DSFH P Goiano GCMS GC MS (GC-MS PCA (PCA HCA (HCA CSS, CSS , (CSS) (MG (C PC1 PC similarity IC IC5 098 0 98 0.9 078 78 0.7 mL1, mL1 mL 1, 1 respectively 0250 250 0.25 mL- positive control. control . control) albicans collection (CSS 09 9 0. 07 7 025 25 0.2 02 2

To discover new bisamide compounds with insecticidal and fungicidal activities, 19 novel cyproflanilide derivatives containing 1,2,4-oxadiazole group were designed and synthesized according to the principle of biologically active factor splicing. Preliminary biological assay data indicated that the majority of target compounds demonstrated significant insecticidal activity against Lepidopteran pests. Meanwhile, compounds 5p and 5q showed 97.22 and 100% lethality against Tetranychus cinnabarinus at 400 mg L-1, which were better than cyproflanilide (41.11% at 400 mg L-1). In addition, it is exciting that we have achieved our initial goals as some of the target compounds exhibited both insecticidal and fungicidal activities. For instance, compounds 5b and 5c showed 59.26 and 74.07% fungicidal activities against Cucumber downy mildew at 400 mg L-1, as well as 100% insecticidal activity against Plutella xylostella and armyworm at 100 mg L-1. Compound 5h showed 100% insecticidal activity against armyworm at 10 mg L-1, and also displayed 66.67% fungicidal activity against Cucumber downy mildew at 400 mg L-1. The inhibition rate of compounds 5l and 5s against Cucumber downy mildew reached 88.89 and 96.30% at 400 mg L-1. This work showed the effectively fungicidal application of 1,2,4-oxadiazole group in bisamide compounds and provides insights for optimal structural design. 1 1,2,4oxadiazole 124oxadiazole oxadiazole 1,2,4 2 4 splicing pests Meanwhile p q 9722 97 22 97.2 40 L1, L1 L 1, L-1 41.11% 4111 41 11 (41.11 L1. . L-1) addition instance b c 5926 59 26 59.2 7407 74 07 74.07 1. h 6667 66 67 66.67 l s 8889 88 89 88.8 9630 96 30 96.30 design 4oxadiazole 124 1,2, 972 9 97. L- 41.11 411 (41.1 592 5 59. 740 7 0 74.0 666 6 66.6 888 8 88. 963 3 96.3 12 1,2 41.1 (41. 74. 66. 96. 41. (41 (4 (

Palicourea tomentosa (Aubl.) Borhidi (Rubiaceae, Palicoureeae), earlier classified as Psychotria poeppigiana Müll. Arg., is used in folk medicine for a variety of diseases. Biological studies on the plant describes their vasorelaxant, antiplasmodial, antitumoural and anticholinesterase activities. To expand the knowledge on the chemical and biological potential of this species, in this work, phytochemical and dereplication studies, as well as antimicrobial and anticholinesterase evaluation of Palicourea tomentosa were carried out. Phytochemical investigation deals with the isolation of lutein (1), a mixture of dehydrovomifoliol (2) and megastigma-4,7-dien-3-one (3), loliolide (4), 5,13-epoxy-9-hydroxy-megastigma-7-en,3-one (5), vomifoliol (6), asperuloside (7), 3-O-p-coumaroylquinic acid (8), and a mixture of the pyrrolizidinoindoline alkaloids hodgkinsine (9), chimonanthine (10) and psychotriasine (11). The ultra-high performance liquid chromatography coupled to high-resolution mass spectrometry (UHPLC HRMS/MS) based on molecular networking dereplication of dichloromethane fraction led to putative identification of other two megastigmanes, one terpene lactone and three carotenoids, besides seven triterpenes and four indole alkaloids. The dichloromethane, ethyl acetate and hydromethanol fractions of P. tomentosa were able to inhibit Candida albicans with minimum inhibitory concentrations (MICs) of 125, 250 and 125 µg mL-1, respectively. The methanol crude extract, dichloromethane and alkaloid fractions inhibited selectively the butyrilcholinesterase (BuChE) at percentages of 63.09, 60.39 and 56.22%, respectively. Aubl. Aubl (Aubl. Rubiaceae, Rubiaceae (Rubiaceae Palicoureeae, Palicoureeae , Palicoureeae) Müll Arg Arg. diseases vasorelaxant antiplasmodial activities species work out 1, 1 (1) 2 (2 megastigma4,7dien3one megastigma47dien3one megastigmadienone megastigma 4,7 dien 3 4 7 3, (3) 4, (4) 5,13epoxy9hydroxymegastigma7en,3one 513epoxy9hydroxymegastigma7en3one epoxyhydroxymegastigmaenone 5,13 epoxy 9 hydroxy en,3 5 13 en 5, (5) 6, 6 (6) 7, (7) 3Opcoumaroylquinic Opcoumaroylquinic O p coumaroylquinic 8, 8 (8) 9, (9) 10 (10 11. 11 . (11) ultrahigh ultra high highresolution resolution UHPLC HRMS/MS HRMSMS HRMS MS megastigmanes carotenoids P MICs (MICs 25 12 mL1, mL1 mL mL-1 respectively extract BuChE (BuChE 6309 63 09 63.09 6039 60 39 60.3 5622 56 22 56.22% (Aubl (1 ( megastigma4 7dien3one 47 (3 (4 13epoxy9hydroxymegastigma7en 3one hydroxymegastigma 513 5,1 en3 en, (5 (6 (7 (8 (9 (11 mL- 630 0 63.0 603 60. 562 56.22 dienone epoxyhydroxymegastigmaen 51 63. 56.2 56.

Coumarin derivatives possess diverse biological activities, encompassing antibacterial, antifungal, anticancer, antidiabetic, anti-inflammatory, and antioxidant effects. This study concentrates on the synthesis of two new coumarins: the first derived from rhizomes of Luvunga scandens and the second from 7-(diethylamino)-4-methyl-2H-chromen-2-one via bromination facilitated by NBS (N-bromosuccinimide) reagent. Their antibacterial and anticancer properties were evaluated in vitro, alongside in silico docking targeting the chromen-2-one group. Bromination of compound 1 yielded novel compound 2, while compound 4 was efficiently synthesized from 7-(diethylamino)-4-methyl-2H-chromen-2-one (3) using NBS. Testing on lung, breast, and liver cancer cell lines indicated that compound 2 effectively inhibited Staphylococcus aureus and Bacillus cereus at concentrations of 13.20 and 6.6 µM, respectively. It also demonstrated significant inhibition against MCF-7 breast cancer cells with a half-maximal inhibitory concentration (IC50) value of 50.37 ± 3.70 µM. Molecular docking revealed compound 2’s interaction with 2VF5 enzyme, elucidating its bacterial inhibition mechanism, with Gibbs energy and inhibition constant values of -7.42 kcal mol-1 and 3.62 µM, respectively. Additionally, compound 2 exhibited anticancer activity via alignment with topoisomerase 1 (3TOP): 1T8I, supported by molecular dynamics simulations illustrating strong ligand interactions. Analysis of pharmacophore kinetics highlighted the complex’s hydrophilic nature, indicating its potential therapeutic efficacy. activities antifungal antidiabetic antiinflammatory, antiinflammatory anti inflammatory, inflammatory anti-inflammatory effects coumarins 7diethylamino4methyl2Hchromen2one diethylaminomethylHchromenone 7 diethylamino methyl 2H chromen one H Nbromosuccinimide N bromosuccinimide (N-bromosuccinimide reagent vitro chromen2one chromenone group 3 (3 lung 1320 13 20 13.2 66 6 6. µM respectively MCF7 MCF MCF- halfmaximal half maximal IC50 IC (IC50 5037 50 37 50.3 370 70 3.7 2s s VF 2VF enzyme mechanism 7.42 742 42 -7.4 mol1 mol mol- 362 62 3.6 Additionally 3TOP TOP (3TOP) 1T8I TI T I interactions complexs complex nature efficacy Hchromen ( 132 13. IC5 (IC5 503 5 50. 3. 7.4 74 -7. 36 (3TOP (IC 7. -7 -

A series of novel thieno[2,3-d]pyrimidine derivatives were designed, synthesized and evaluated for their biological ability. 2-Amino-4,7-dihydro-5H-thieno[2,3-d]pyrano-3-cyanonitrile was synthesized by Gewald reaction using pyranone as substrate, malonitrile and sulfur powder as raw materials and triethylamine as base at room temperature. Subsequent amination with N,N-dimethylformamide dimethyl acetal (DMF-DMA) gave N'-(3-cyano-4,7-dihydro-5H-thieno[2,3-c]pyran-2-yl)-N,N-dimethylmethanimidamide. In this article, the 23 thieno[2,3-d] pyrimidines were obtained by Dimroth rearrangement condensation with different anilines, 16 of them being new compounds. Meanwhile, all compounds were assessed for breast cancer MDA-MB-231 cell line bioactivity with paclitaxel (PTX) as the positive control, and all compounds in the series showed inhibitory effects on breast cancer cell MDA-MB-231. The IC50 of compound l against MDA-MB-231 is 27.6 μM, which is similar to that of PTX with an IC50 of 29.3 μM. This means that compound l exhibits comparable inhibitory activity to PTX in MDA-MB-231 cells and may be considered as a potential anti-MDA-MB-231 inhibitor. thieno2,3dpyrimidine thieno23dpyrimidine thienodpyrimidine thieno 2,3 d pyrimidine 2 3 designed ability 2Amino4,7dihydro5Hthieno2,3dpyrano3cyanonitrile 2Amino47dihydro5Hthieno23dpyrano3cyanonitrile AminodihydroHthienodpyranocyanonitrile Amino 4,7 dihydro 5H pyrano cyanonitrile 4 7 H substrate temperature N,Ndimethylformamide NNdimethylformamide N,N dimethylformamide N DMFDMA DMF DMA (DMF-DMA N3cyano4,7dihydro5Hthieno2,3cpyran2ylN,Ndimethylmethanimidamide. N3cyano47dihydro5Hthieno23cpyran2ylNNdimethylmethanimidamide NcyanodihydroHthienocpyranylNNdimethylmethanimidamide cyano c pyran yl dimethylmethanimidamide. dimethylmethanimidamide N'-(3-cyano-4,7-dihydro-5H-thieno[2,3-c]pyran-2-yl)-N,N-dimethylmethanimidamide article thieno2,3d thieno23d thienod thieno[2,3-d anilines 1 Meanwhile MDAMB231 MDAMB MDA MB 231 MDA-MB-23 (PTX control MDAMB231. 231. IC IC5 276 27 6 27. μM 293 29 29. antiMDAMB231 antiMDAMB anti anti-MDA-MB-23 inhibitor thieno2 3dpyrimidine dpyrimidine 2, 2Amino4 7dihydro5Hthieno2 3dpyrano3cyanonitrile Hthieno dpyrano 47 4, Ndimethylformamide NN N3cyano4 3cpyran2ylN Ndimethylmethanimidamide cpyran ylN N3cyano4,7dihydro5Hthieno2,3cpyran2ylN,Ndimethylmethanimidamide ylNNdimethylmethanimidamide 3d MDAMB23 MDA-MB-2 antiMDAMB23 anti-MDA-MB-2 2Amino dihydroHthieno 7dihydro5Hthieno dpyranocyanonitrile Ncyano N3cyano cpyranylN MDAMB2 MDA-MB- antiMDAMB2 anti-MDA-MB- MDA-MB anti-MDA-MB

ABSTRACT Coelogyne pandurata L., an orchid native to Indonesia, has medicinal properties and potential for lowland cultivation. This study assessed the phenolic and flavonoid contents and antioxidant activity of the leaves, bulbs, and flowers in the vegetative and generative phases of C. pandurata. The total phenolic content (TPC) and total flavonoid content (TFC) were measured using colorimetric methods. The antioxidant activity was evaluated using 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging and ferric-reducing antioxidant power (FRAP) assays. Plant parts (leaves, bulbs, and flowers) were analyzed across two phenological phases (vegetative and generative) with three replicates for each combination. Each experimental unit comprised five biological replicates. The extracts were prepared via ultrasonic extraction using methanol, ethanol, and n-hexane. The range of TPC was 2.51-11.44 mg gallic acid equivalent per g dry weight (DW), that of TFC was 6.05-38.16 mg quercetin equivalents per g DW, that of the DPPH antioxidant activity was 0.21-1.41 µmol Trolox equivalent (TE) per g DW, and that of the FRAP capacity was 15.63-80.70 µmol TE g−1 DW. Ethanol extracts, particularly from preflowering bulbs, exhibited the highest TPC, TFC, and antioxidant activity, underscoring its superior extraction efficiency for C. pandurata. L L. Indonesia cultivation leaves bulbs C (TPC (TFC methods 2,2diphenyl1picrylhydrazyl 22diphenyl1picrylhydrazyl diphenylpicrylhydrazyl 2,2 diphenyl 1 picrylhydrazyl 2 (DPPH ferricreducing ferric reducing (FRAP assays (leaves combination methanol ethanol nhexane. nhexane n hexane. hexane n-hexane 2.5111.44 2511144 2.51 11.44 51 11 44 2.51-11.4 DW , (DW) 6.0538.16 6053816 6.05 38.16 6 05 38 16 6.05-38.1 0.211.41 021141 0.21 1.41 0 21 41 0.21-1.4 (TE 15.6380.70 15638070 15.63 80.70 15 63 80 70 15.63-80.7 g1 g− 2diphenyl1picrylhydrazyl 22 2, 5111 2.5111.4 251114 251 2.5 1144 11.4 5 4 2.51-11. (DW 0538 6.0538.1 605381 605 6.0 3816 38.1 3 6.05-38. 211 0.211.4 02114 021 0.2 141 1.4 0.21-1. 6380 15.6380.7 1563807 1563 15.6 8070 80.7 8 7 15.63-80. 511 2.5111. 25111 25 2. 114 11. 2.51-11 053 6.0538. 60538 60 6. 381 38. 6.05-38 0.211. 0211 02 0. 14 1. 0.21-1 638 15.6380. 156380 156 15. 807 80. 15.63-80 2.5111 2511 2.51-1 6.0538 6053 6.05-3 0.211 0.21- 15.6380 15638 15.63-8 2.511 2.51- 6.053 6.05- 15.638 15.63-

RESUMO Coelogyne pandurataL., uma orquídea nativa da Indonésia, possui propriedades medicinais e potencial para cultivo em áreas de baixa altitude. Este estudo avaliou os teores de fenólicos e flavonoides, bem como a atividade antioxidante das folhas, bulbos e flores nas fases vegetativa e generativa deC. pandurata. O teor total de fenólicos (TPC) e o teor total de flavonoides (TFC) foram medidos usando métodos colorimétricos. A atividade antioxidante foi avaliada utilizando ensaios de sequestro de radicais 2,2-difenil-1-picrilhidrazila (DPPH) e de poder antioxidante redutor de ferro (FRAP). As partes da planta (folhas, bulbos e flores) foram analisadas em duas fases fenológicas (vegetativa e generativa) com três réplicas para cada combinação. Cada unidade experimental foi composta por cinco réplicas biológicas. Os extratos foram preparados via extração ultrassônica utilizando metanol, etanol e n-hexano. A faixa de TPC variou de 2,51-11,44 mg de equivalente de ácido gálico por g de peso seco (DW), a de TFC foi de 6,05-38,16 mg de equivalentes de quercetina por g DW, a atividade antioxidante pelo método DPPH foi de 0,21-1,41 µmol de equivalente Trolox (TE) por g DW, e a capacidade FRAP variou de 15,63-80,70 µmol TE g−1 DW. Os extratos etanólicos, particularmente de bulbos antes da floração, exibiram os maiores valores de TPC, TFC e atividade antioxidante, destacando sua superior eficiência de extração paraC. pandurata. pandurataL pandurataL. Indonésia altitude folhas deC pandurata (TPC (TFC colorimétricos 2,2difenil1picrilhidrazila 22difenil1picrilhidrazila difenilpicrilhidrazila 2,2 difenil 1 picrilhidrazila 2 (DPPH FRAP. . (FRAP) (folhas combinação biológicas metanol nhexano. nhexano n hexano. hexano n-hexano 2,5111,44 2511144 2,51 11,44 51 11 44 2,51-11,4 DW , (DW) 6,0538,16 6053816 6,05 38,16 6 05 38 16 6,05-38,1 0,211,41 021141 0,21 1,41 0 21 41 0,21-1,4 (TE 15,6380,70 15638070 15,63 80,70 15 63 80 70 15,63-80,7 g1 g− etanólicos floração paraC 2difenil1picrilhidrazila 22 2, (FRAP 5111 2,5111,4 251114 251 2,5 1144 11,4 5 4 2,51-11, (DW 0538 6,0538,1 605381 605 6,0 3816 38,1 3 6,05-38, 211 0,211,4 02114 021 0,2 141 1,4 0,21-1, 6380 15,6380,7 1563807 1563 15,6 8070 80,7 8 7 15,63-80, 511 2,5111, 25111 25 114 11, 2,51-11 053 6,0538, 60538 60 6, 381 38, 6,05-38 0,211, 0211 02 0, 14 1, 0,21-1 638 15,6380, 156380 156 15, 807 80, 15,63-80 2,5111 2511 2,51-1 6,0538 6053 6,05-3 0,211 0,21- 15,6380 15638 15,63-8 2,511 2,51- 6,053 6,05- 15,638 15,63-

Abstract Introduction. In Mexico, 85 % of the crops are white maize, 10 % white yellow and 5 % other colors. Biochemical studies of pigmented native maize have been carried out, but there is little information on colour-improved maize. Objective. To evaluate the phytochemical content and antimicrobial capacity of two pigmented maize hybrids grown at the Tecnológico Nacional de México-Valle del Yaqui. Materials and methods. Extraction of biocompounds from a portion of the maize grains grown in southern Sonora, Mexico, during the summer-winter 2020 cycle was performed on red and purple maize hybrids. A thirty-part solution of ethanol, acetic acid and water was used. Proximal composition, anthocyanin, polyphenol and flavonoid content were determined by standardized methods. Antioxidant capacity was determined by ABTS (2,2’-azino-bis-(3-ethylbenzothiazoline-6-sulphonic acid)) and DPPH (2,2-diphenyl-1-picrylhydrazyl) methodologies. In addition, antimicrobial capacity and minimum inhibitory concentration were determined. Results. Purple maize showed higher content of anthocyanins (340.98±5.21 mg/100 g) and polyphenols (173.68±24.23 mg gallic acid/100 g) compared to red maize. Flavonoids are more abundant in purple maize (575.10±27.88 mg quercetin/100 g). Both maize hybrids exhibited more than 50 % antioxidant capacity against ABTS and DPPH radicals. Regarding antimicrobial activity, higher inhibition was observed for Escherichia coli and Salmonella (18 % and 47 %), and lower for Staphylococcus aureus and Shigella (19 % and 34 %) compared to gentamicin. Conclusion. Purple maize showed higher content of anthocyanins, polyphenols and flavonoids. Both hybrids had an antioxidant capacity higher than 50 %. Antimicrobial activity was higher against E. coli and Salmonella, than against S. aureus and Shigella.

Resumen Introducción. En México, el 85 % de las siembras son maíces blancos, el 10 % amarillo blancos y el 5 % de otros colores. Se han realizado estudios bioquímicos de maíces nativos pigmentados, pero existe poca información en maíces mejorados en color. Objetivo. Evaluar el contenido de fitoquímicos y capacidad antimicrobiana de dos híbridos de maíz pigmentado cultivados en el Tecnológico Nacional de México, Valle del Yaqui. Materiales y métodos. En granos de híbridos de maíz de color rojo y morado se realizaron las extracciones de biocompuestos a partir de una porción del maíz cultivado en el sur de Sonora, México, durante el ciclo verano-invierno 2020. Se utilizó una solución de etanol, ácido acético y agua en una proporción de treinta partes. La composición proximal, contenido de antocianinas, polifenoles y flavonoides se determinaron mediante métodos estandarizados. La capacidad antioxidante se evaluó mediante las metodologías ABTS (2,2’-azino-bis-(3-ethylbenzothiazoline-6-sulphonic acid)) y DPPH (2,2-difenil-1-picrilhidracilo). Además, se determinó la capacidad antimicrobiana y la concentración mínima inhibitoria. Resultados. El maíz morado presentó mayor contenido de antocianinas (340,98±5,21 mg/100 g) y polifenoles (173,68±24,23 mg de ácido gálico/100 g), en comparación con el maíz rojo. Los flavonoides son más abundantes en el maíz morado (575,10±27,88 mg de quercetina/100 g). Ambos híbridos de maíz exhibieron una capacidad antioxidante superior al 50 % frente a los radicales ABTS y DPPH. Respecto a la actividad antimicrobiana, se observó mayor inhibición para Escherichia coli y Salmonella (18 % y 47 %), y menor para Staphylococcus aureus y Shigella (19 % y 34 %) en comparación con la gentamicina. Conclusión. El maíz morado mostró mayor contenido de antocianinas, polifenoles y flavonoides. Ambos híbridos tuvieron una capacidad antioxidante mayor al 50 %. La actividad antimicrobiana fue mayor contra E. coli y Salmonella, que contra S. aureus y Shigella.

Summary: The use of rhizobacteria has the ability to colonize the root system, promote plant growth and biocontrol or suppress phytopathogenic fungi. The objective of this research was to select and analyze fluorescent rhizobacteria solubilizing nitrogen, phosphorus and potassium, producing lytic enzymes with antagonistic activity towards P. palmivora and L. theobromae. The bacteria were isolated from root and leaf tissue of endemic CCN-51 cacao cultivars from the provinces of Los Ríos, Santa Elena and Esmeralda. Characterization of antagonistic activity was based on the selection of proteolytic activity, siderophore production and fluorescent pigmentation under ultra violet light. In addition, antagonistic activity was performed using cell extracts. Nine bacterial strains (BF 567, FZ 9-7, LH 5-10, MH 4-20, MN 5-20, MN 5-19, AC3, PV-25) with protease production, siderophore production and fluorescence emission were selected. The ability of the bacteria to solubilize complex minerals (nitrogen, phosphorus and potassium) was analyzed and their solubilization efficiency varied, ranging from 50 to 100 %. The antagonistic factor of cell supernatants from FZ 9-7, BF 567 and PV-25 inhibited mycelial growth toward P. palmivora and L. theobromae by 40, 60 and 85%, respectively. The use of rhizobacteria could be used as an alternative biofertilizer to chemical fertilizers and biological control of phytopathogenic soil fungi through their volatile emissions.

Resumen: El empleo de rizobacterias tiene la capacidad de colonizar el sistema radicular, promover el crecimiento en plantas y la capacidad biocontroladora o suprimir hongos fitopatógenos. El objetivo de esta investigación fue seleccionar y analizar las rizobacterias fluorescentes solubilizadoras de nitrógeno, fósforo y potasio, productoras de enzimas líticas de actividad antagonistas hacia P. palmivora y L. theobromae. Las bacterias se aislaron del tejido radicular y foliar de cultivares endémicos de cacao CCN-51 de las provincias de Los Ríos, Santa Elena y Esmeralda. La caracterización de la actividad antagonista se apoyó en la selección de actividad proteolítica, producción de sideróforos y pigmentación fluorescente bajo luz ultra violeta. Además, se realizó la actividad antagonista mediante los extractos celulares. Se seleccionaron nueve cepas bacterianas (BF 567, FZ 9-7, LH 5-10, MH 4-20, MN 5-20, MN 5-19, AC3, PV-25) con producción de proteasa, sideróforos y emisión de fluorescencia. Se analizó la capacidad de las bacterias para solubilizar minerales complejos (nitrógeno, fosforo y potasio) su eficiencia de solubilización vario, oscilando entre 50 y 100%. El factor antagónico de los sobrenadantes celulares de FZ 9-7, BF 567 y PV-25 inhiben el crecimiento del micelio hacia P. palmivora y L. theobromae en un 40, 60 y 85%, respectivamente. La utilización de las rizobacterias podría usarse como biofertilizante alternativo a los fertilizantes químicos y control biológico de hongos fitopatógenos del suelo a través de sus emisiones volátiles.