Total synthesis and antimicrobial activity of +/--laurelliptinhexadecan-1-one and +/--laurelliptinoctadecan-1-one.

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作者信息

Nimgirawath Surachai, Udomputtimekakul Phansuang, Pongphuttichai Samathi, Wanbanjob Asawin, Taechowisan Thongchai

机构信息

Department of Chemistry, Faculty of Science, Silpakorn University, Nakorn Pathom, Thailand.

出版信息

Molecules. 2008 Nov 28;13(12):2935-47. doi: 10.3390/molecules13122935.

DOI:10.3390/molecules13122935

PMID:19043347

原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6245467/

Abstract

The structures previously assigned to (+)-laurelliptinhexadecan-1-one (1a) and (+)-laurelliptinoctadecan-1-one (1b) from Cocculus orbiculatus (L.) DC. (Menispermaceae) have been confirmed by total synthesis of the racemic alkaloids. The key step of the synthesis involved formation of ring C of the aporphines by a radical-intiated cyclisation. Both (+/-)-laurelliptinhexadecan-1-one (1a) and (+/-)-laurelliptinoctadecan-1-one (1b) were inactive against Staphylococcus aureus ATCC25932, Escherichia coli ATCC10536 and Candida albicans ATCC90028.

摘要