Secondary metabolites and antimycobacterial activities from the roots of Ficus nervosa.
Bioassay-guided fractionation of the active AcOEt-soluble layer led to the isolation of two new pyranocoumarins, 3-hydroxyxanthyletin (1) and 3-methoxyxanthyletin (2), along with 22 known compounds including four simple coumarins, i.e., xanthyletin (3), umbelliferone (4), scopoletin (5), and (+)-(S)-marmesin (6); nine flavonoids, i.e., carpachromene (7), parvisoflavone B (8), alpinumisoflavone (9) genistein (10), 2'-hydroxygenistein (11), prunetin (12), cajanin (13), apigenin (14), and (2S)-naringenin (15); three benzenoids, i.e., 4-hydroxybenzaldehyde (16), vanillin (17), and (S)-lasiodiplodin (18); five steroids, i.e., ergosterol peroxide (19), a mixture of 6beta-hydroxystigmast-4-en-3-one (20) and 6beta-hydroxystigmasta-4,22-dien-3-one (21), and a mixture of beta-sitosterol (22) and stigmasterol (23); and one triterpenoid, i.e., oleanolic acid (24) from the roots of Ficus nervosa. Their structures were elucidated on the basis of extensive 1D- and 2D-NMR as well as MS analyses. Among these isolates, 3-hydroxyxanthyletin (1), genistein (10), prunetin (12), and (2S)-naringenin (15) showed antimycobacterial activities against Mycobacterium tuberculosis H(37)R(V) in vitro with MIC values of 16, 35, 30, and < or =2.8 microg/ml, respectively.
Chen
Li-Wen
LW
Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung, Taiwan 807, R.O.C.
Cheng
Ming-Jen
MJ
Peng
Chien-Fang
CF
Chen
Ih-Sheng
IS
D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D003374:Coumarins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D030681:Ficus / Q000737:chemistry*; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D010936:Plant Extracts / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D018517:Plant Roots / Q000737:chemistry*; D013256:Steroids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D014376:Tuberculosis / Q000188:drug therapy
D000900:Anti-Bacterial Agents; D003374:Coumarins; D005419:Flavonoids; D010936:Plant Extracts; D013256:Steroids; D014315:Triterpenes