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哥纳香素与番荔枝宁:来自大叶哥纳香(番荔枝科)的生物活性番荔枝内酯

Goniothalamicin and annonacin: bioactive acetogenins from Goniothalamus giganteus (Annonaceae).

作者信息

Alkofahi A, Rupprecht J K, Smith D L, Chang C J, McLaughlin J L

机构信息

Department of Medicinal Chemistry and Pharmacognosy, School of Pharmacy and Pharmacal Sciences, Purdue University, West Lafayette, Indiana 47907.

出版信息

Experientia. 1988 Jan 15;44(1):83-5. doi: 10.1007/BF01960258.

DOI:10.1007/BF01960258
PMID:3350126
Abstract

Using brine shrimp lethality for activity-directed fractionation, goniothalamicin (I), a new tetrahydroxy-mono-tetrahydrofuran fatty acid gamma-lactone (acetogenin), has been isolated from ethanolic extracts of the stem bark of Goniothalamus giganteus Hook. f., Thomas (Annonaceae). This novel compound was found to be cytotoxic and insecticidal and inhibited the formation of crown gall tumors on potato discs. Annonacin (II), the only other reported mono-tetrahydrofuran acetogenin, was also isolated; the previously reported 9ASK (astrocytoma reversal) activity of II was confirmed, and II is now also found to be weakly active against 3PS murine leukemia.

摘要

利用卤虫致死率进行活性导向分级分离,从藤春(番荔枝科)的巨型藤春胡克变种托马斯的茎皮乙醇提取物中分离出了一种新的四羟基-单-四氢呋喃脂肪酸γ-内酯(番荔枝内酯)——乔那霉素(I)。发现这种新化合物具有细胞毒性和杀虫活性,并能抑制马铃薯圆盘上冠瘿瘤的形成。还分离出了另一种已报道的单-四氢呋喃番荔枝内酯——番荔枝宁(II);证实了II先前报道的9ASK(星形细胞瘤逆转)活性,并且现在还发现II对3PS小鼠白血病有微弱活性。

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In Vitro Cell Dev Biol Anim. 2019 Oct;55(9):723-732. doi: 10.1007/s11626-019-00393-w. Epub 2019 Aug 26.
2
Recent progress on the total synthesis of acetogenins from Annonaceae.近年来从番荔枝科植物中全合成二萜内酯的研究进展。
Beilstein J Org Chem. 2008;4:48. doi: 10.3762/bjoc.4.48. Epub 2008 Dec 5.
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Goniothalamus species: a source of drugs for the treatment of cancers and bacterial infections?

本文引用的文献

1
Modification and evaluation of the potato disc assay and antitumor screening of euphorbiaceae seeds.
J Nat Prod. 1982 Nov-Dec;45(6):679-86. doi: 10.1021/np50024a005.
2
Brine shrimp: a convenient general bioassay for active plant constituents.卤虫:一种用于活性植物成分的便捷通用生物测定法。
Planta Med. 1982 May;45(1):31-4.
3
Use of the KB cell line for in vitro cytotoxicity assays.将KB细胞系用于体外细胞毒性测定。
Cancer Treat Rep. 1983 Jan;67(1):97.
钩果藤属植物:癌症和细菌感染治疗药物的来源?
Evid Based Complement Alternat Med. 2007 Sep;4(3):299-311. doi: 10.1093/ecam/nem009.
4
Gigantecin: a novel antimitotic and cytotoxic acetogenin, with nonadjacent tetrahydrofuran rings, from Goniothalamus giganteus (Annonaceae).巨盘木素:一种来自番荔枝科巨大哥纳香的新型抗有丝分裂和细胞毒性的番荔枝内酯,具有不相邻的四氢呋喃环。
Experientia. 1990 May 15;46(5):539-41. doi: 10.1007/BF01954260.
5
Sylvaticin: a new cytotoxic and insecticidal acetogenin from Rollinia sylvatica (Annonaceae).森林霉素:一种从森林番荔枝(番荔枝科)中提取的新型具有细胞毒性和杀虫活性的乙酰原。
Experientia. 1990 Mar 15;46(3):324-7. doi: 10.1007/BF01951779.
4
Annonacin, a novel, biologically active polyketide from Annona densicoma.番荔枝宁,一种从密花番荔枝中提取的新型生物活性聚酮化合物。
Experientia. 1987 Aug 15;43(8):947-9. doi: 10.1007/BF01951681.