title: Annomolin and annocherimolin, new cytotoxic annonaceous acetogenins from Annona cherimolia seeds.
abstract: Two new cytotoxic annonaceous acetogenins, annomolin (1) and annocherimolin (2), were isolated from an ethanolic extract of the seeds of Annona cherimolia. Annomolin has a mono-THF ring with one flanking hydroxyl and possesses a 1,2-diol at C-7/8 of the aliphatic chain. Annocherimolin has a mono-THF ring with two flanking hydroxyls and possesses a double bond at C-21/22. Their structures were elucidated by spectral data and chemical derivatization. Compound 1 showed cytotoxic selectivity for the human prostate tumor cell line (PC-3), with a potency of over 10,000 times that of adriamycin. Compound 2 showed cytotoxic potencies about 10,000 times those of adriamycin in the breast (MCF-7) and colon (HT-29) cancer cell lines.
authors.affiliation: Department of Pharmacy, College of Pharmacy, Catholic University of Daegu, Gyeongsan, 712-702, Korea.
authors.forename: D H
authors.initials: DH
authors.lastname: Kim
authors.forename: E S
authors.initials: ES
authors.lastname: Ma
authors.forename: K D
authors.initials: KD
authors.lastname: Suk
authors.forename: J K
authors.initials: JK
authors.lastname: Son
authors.forename: J S
authors.initials: JS
authors.lastname: Lee
authors.forename: M H
authors.initials: MH
authors.lastname: Woo
mesh_terms: D000230:Adenocarcinoma / Q000473:pathology; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D007783:Lactones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D019684:Magnoliopsida / Q000737:chemistry*; D008297:Male; D015394:Molecular Structure; D010190:Pancreatic Neoplasms / Q000473:pathology; D011471:Prostatic Neoplasms / Q000473:pathology; D013057:Spectrum Analysis; D014407:Tumor Cells, Cultured
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D005663:Furans; D007783:Lactones; C430169:annocherimolin; C430168:annomolin