Asimitrin and 4-hydroxytrilobin, new bioactive annonaceous acetogenins from the seeds of Asimina triloba possessing a bis-tetrahydrofuran ring - PubMed
Asimitrin and 4-hydroxytrilobin, new bioactive annonaceous acetogenins from the seeds of Asimina triloba possessing a bis-tetrahydrofuran ring
Eun Jung Kim et al. J Nat Prod. 2005 Feb.
Abstract
Bioactivity-directed fractionation of the seeds of Asimina triloba resulted in the isolation of asimitrin (1) and 4-hydroxytrilobin (2). Compound 1 represents an adjacent ring-hydroxylated bis-tetrahydrofuran (THF) acetogenin. Compound 2 has an adjacent bis-THF ring with two flanking hydroxyl groups and a alpha,beta-unsaturated gamma-lactone with a 4-hydroxyl group. Compounds 1 and 2 showed cytotoxic selectivity, with 100-10 000 times the potency of adriamycin against prostate adenocarcinoma (PC-3) and colon adenocarcinoma (HT-29) cell lines.
Similar articles
-
Three new adjacent bis-tetrahydrofuran acetogenins with four hydroxyl groups from Asimina triloba.
He K, Shi G, Zhao GX, Zeng L, Ye Q, Schwedler JT, Wood KV, McLaughlin JL. He K, et al. J Nat Prod. 1996 Nov;59(11):1029-34. doi: 10.1021/np9605145. J Nat Prod. 1996. PMID: 8946743
-
Asitrilobins A and B: cytotoxic mono-THF annonaceous acetogenins from the seeds of Asimina triloba.
Woo MH, Kim DH, McLaughlin JL. Woo MH, et al. Phytochemistry. 1999 Mar;50(6):1033-40. doi: 10.1016/s0031-9422(98)00632-3. Phytochemistry. 1999. PMID: 10385998
-
Kim EJ, Tian F, Woo MH. Kim EJ, et al. J Nat Prod. 2000 Nov;63(11):1503-6. doi: 10.1021/np000180q. J Nat Prod. 2000. PMID: 11087592
-
Paw paw and cancer: annonaceous acetogenins from discovery to commercial products.
McLaughlin JL. McLaughlin JL. J Nat Prod. 2008 Jul;71(7):1311-21. doi: 10.1021/np800191t. Epub 2008 Jul 4. J Nat Prod. 2008. PMID: 18598079 Review.
-
Chen Y, Yu DQ. Chen Y, et al. Yao Xue Xue Bao. 1998 Jul;33(7):553-60. Yao Xue Xue Bao. 1998. PMID: 12016892 Review. Chinese. No abstract available.
Cited by
-
Wang X, Liu X, Guo Y, Gong T, Lu W, Han M, Guo Y, Wang X. Wang X, et al. Int J Nanomedicine. 2024 May 23;19:4679-4699. doi: 10.2147/IJN.S448860. eCollection 2024. Int J Nanomedicine. 2024. PMID: 38803997 Free PMC article.
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Miscellaneous