ABSTRACT
Six new prenylcoumarins, (+)-fatouain A (1), (-)-fatouain B (2), (+)-fatouain C (3), (-)-fatouain D (4), (+)-fatouain E (5), and (-)-fatouain F (6), along with two new bis-prenylcoumarins, (+)-fatouain G (7) and (+)-fatouain H (8), have been isolated from whole plants of Fatoua pilosa. The relative configurations of 1, 3, and 4 were confirmed by their acetonides on the basis of NOEDIF experiments, the results providing additional support for the relative configurations of 2, 5, 6, 7, and 8.
Subject(s)
Coumarins/isolation & purification , Moraceae/chemistry , Coumarins/chemistry , Molecular Structure , Nuclear Magnetic Resonance, Biomolecular , StereoisomerismABSTRACT
One novel dimeric coumarin analog, fatouapilosin (1), together with 18 known compounds, have been isolated from the whole plants of Fatoua pilosa. The structures of these isolates were elucidated by means of spectroscopic techniques (UV, IR, MS, 1H- and 13C-NMR, DEPT, COSY, NOESY, HSQC, HMBC, and MS analyses). Among the tested compounds 2-14, scopoletin (3), isobavachalcone (12), and (E)-1-[2,4-dihydroxy-3-(3-methylbut-2-enyl)phenyl]-3-(2,2-dimethyl-8-hydroxy-2H-benzopyran-6-yl)prop-2-en-1-one (14) exhibited the strongest antimycobacterial activities against Mycobacterium tuberculosis H(37)Rv, with MIC values of 42, 18, and 30 microg/ml, respectively.
