New cytotoxic monotetrahydrofuran annonaceous acetogenins from Annona muricata.
Three new monotetrahydrofuran annonaceous acetogenins, muricin H (1), muricin I (2), and cis-annomontacin (3), along with five known acetogenins, annonacin, annonacinone, annomontacin, murisolin, and xylomaticin, were isolated from the seeds of Annona muricata. Additionally, two new monotetrahydrofuran annonaceous acetogenins, cis-corossolone (4) and annocatalin (5), together with four known ones, annonacin, annonacinone, solamin, and corossolone, were isolated from the leaves of this species. The structures of all new isolates were elucidated and characterized by spectral and chemical methods. These new acetogenins exhibited significant activity in in vitro cytotoxic assays against two human hepatoma cell lines, Hep G(2) and 2,2,15. Compound 5 showed a high selectivity toward the Hep 2,2,15 cell line.
Liaw
Chih-Chuang
CC
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan, Republic of China.
Chang
Fang-Rong
FR
Lin
Chih-Yuan
CY
Chou
Chi-Jung
CJ
Chiu
Hui-Fen
HF
Wu
Ming-Jung
MJ
Wu
Yang-Chang
YC
D000970:Antineoplastic Agents; D006528:Carcinoma, Hepatocellular; D002851:Chromatography, High Pressure Liquid; D002855:Chromatography, Thin Layer; D002942:Circular Dichroism; D004354:Drug Screening Assays, Antitumor; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D018515:Plant Leaves; D010946:Plants, Medicinal / Q000737:chemistry*; D012639:Seeds; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000970:Antineoplastic Agents; D004365:Drugs, Chinese Herbal; D005663:Furans; D007783:Lactones; C455171:annocatalin; C455172:corossolone; C455169:muricin H; C455170:muricin I; C073066:annomontacin