FLAVONOIDS AND PHENOLIC ACIDS ISOLATED FROM Macrolobium acaciifolium (FABACEAE) LEAVES AND BRANCHES METHANOLIC EXTRACTS. The phytochemical study of Macrolobium acaciifolium extracts allowed the isolation and identification of 18 substances, 15 of which are reported for the first time in this species. From the methanolic extract of the leaves, the flavonoids luteolin-3’-O-α-L-rhamnoside (1), neoastilbin (2), astilbin (3), neoisoastilbin (4), isoastilbin (5), quercetin-3-O-α-L-rhamnoside (6), quercetin-3-O-rutinoside (7), kaempferol-3-O-rutinoside (8), quercetin-3-O-glicoside (9) and kaempferol-7-O-rutinoside (10) were isolated. From the methanolic extract of branches, the flavonoids chrysoeriol (13), apigenin (14), 7,4’-dihydroxyflavone (16), eriodictyol (17) and luteolin (18), in addition to the phenolic acids 3,4-dihydroxybenzoic acid (11), 3-methoxy,4-hydroxybenzoate (12) and methyl 3,4-dihydroxybenzoate (15) were isolated. The structural identification of the compounds was established by proton nuclear magnetic resonance (1H NMR), carbon-13 nuclear magnetic resonance (13C NMR), heteronuclear single quantum coherence (HSQC), heteronuclear multiple bond correlation (HMBC) and correlated spectroscopy (COSY) analyses. In this paper, we also discuss about the anisotropic effects on H-1”, H-2”, H-5” and H-6” rhamnose of isomers dihydroflavonoids. FABACEAE (FABACEAE EXTRACTS 1 substances species leaves luteolin3OαLrhamnoside luteolinOαLrhamnoside 3 O α L rhamnoside 1, , (1) 2, 2 (2) 3, (3) 4, 4 (4) 5, 5 (5) quercetin3OαLrhamnoside quercetinOαLrhamnoside quercetin 6, 6 (6) quercetin3Orutinoside quercetinOrutinoside rutinoside 7, 7 (7) kaempferol3Orutinoside kaempferolOrutinoside kaempferol 8, 8 (8) quercetin3Oglicoside quercetinOglicoside glicoside 9 (9 kaempferol7Orutinoside 10 (10 isolated branches 13, 13 (13) 14, 14 (14) 7,4dihydroxyflavone 74dihydroxyflavone dihydroxyflavone 7,4 16, 16 (16) 17 (17 18, (18) 3,4dihydroxybenzoic 34dihydroxybenzoic dihydroxybenzoic 3,4 11, 11 (11) 3methoxy,4hydroxybenzoate 3methoxy4hydroxybenzoate methoxyhydroxybenzoate methoxy,4 hydroxybenzoate methoxy 12 (12 3,4dihydroxybenzoate 34dihydroxybenzoate dihydroxybenzoate (15 1H H NMR, NMR NMR) carbon13 carbon carbon-1 13C C HSQC, HSQC (HSQC) HMBC (HMBC COSY (COSY analyses paper H1, H1 H-1” H2, H2 H-2” H5 H-5 H6 H-6 dihydroflavonoids OαLrhamnoside (1 (2 (3 (4 (5 (6 Orutinoside (7 (8 Oglicoside ( (13 (14 4dihydroxyflavone 74 (16 (18 4dihydroxybenzoic 34 (11 3methoxy 4hydroxybenzoate methoxy4 methoxy, 4dihydroxybenzoate carbon1 carbon- (HSQC H-1 H-2 H-