A New Bis-indole Alkaloid, Spermaocymine A, and an Anthraquinone from Spermacoce ocymoides

Rahim, Abdul and Amuti, Saidanxia and Najib, Ahmad and Miyake, Katsunori and Saito, Yohei and Goto, Kyoko Nakagawa- (2023) A New Bis-indole Alkaloid, Spermaocymine A, and an Anthraquinone from Spermacoce ocymoides. Chemical and Pharmaceutical Bulletin, 71 (1). pp. 380-384.

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Abstract

A phytochemical study on Spermacoce ocymoides has led to the isolation of a novel bis-indole alkaloid, spermaocymine A (2), together with the known alkaloid 4-methyl-borreverine (1), as well as an anthraquinone, 8-hydroxy-2-(hydroxymethyl)-1-methoxyanthracene-9,10-dione (3). The structures of the isolated compounds were elucidated by analyzing spectroscopic and spectrometric data, including one-dimensional (1D)- and 2D-NMR and high resolution (HR)-MS. Newly isolated alkaloid 2 was a C-3,14-stereoisomer of 1, the first natural stereoisomer of related bis-indoles containing an indeno[1,2-b]indole skeleton with an epiminoethano bridge. When 1–3 were assayed against five tumor cell lines including multi-drug resistant cells, compound 1 exhibited potent antiproliferative activity with IC50 values of 6.2–11.5 µM. Key words Spermacoce ocymoides, bis-indole alkaloid, anthraquinone, antiproliferative activity

Item Type: Article
Subjects: L Education > L Education (General)
Q Science > Q Science (General)
R Medicine > R Medicine (General)
R Medicine > RS Pharmacy and materia medica
Divisions: FAKULTAS FARMASI
Depositing User: operator 10
Date Deposited: 02 Jul 2024 03:19
Last Modified: 02 Jul 2024 03:19
URI: http://repository.umi.ac.id/id/eprint/6515

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