Polyneurines A-H, iboga alkaloids from Tabernaemontana polyneura

Tang, Sin-Yee and Tan, Chun-Hoe and Sim, Kae-Shin and Yong, Kien-Thai and Lim, Kuan-Hon and Low, Yun-Yee and Lim, Siew-Huah (2023) Polyneurines A-H, iboga alkaloids from Tabernaemontana polyneura. Phytochemistry, 208. ISSN 0031-9422, DOI https://doi.org/10.1016/j.phytochem.2023.113587.

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Abstract

Eight undescribed iboga alkaloids, polyneurines A-H, were isolated from the bark of Tabernaemontana polyneura. The structures of these alkaloids were established by interpretation of the MS and NMR data, while the con-figurations were determined using GIAO NMR calculations and DP4+ probability analysis, TDDFT-ECD method, or X-ray diffraction analysis. Polyneurine A possesses a y-lactone unit embedded within the iboga skeleton, while polyneurines D and E incorporate a formylmethyl moiety at C-3 of the iboga skeleton. Biosynthetic pathways towards the formation of polyneurines A, C, D, and E were proposed.

Item Type: Article
Funders: Universiti Malaya and MOHE Malaysia (FRGS/1/2019/STG01/UM/02/23)
Uncontrolled Keywords: Tabernaemontana polyneura; Apocynaceae; Iboga; Alkaloids; ECD; DP4+; X-ray diffraction
Subjects: Q Science > Q Science (General)
Q Science > QD Chemistry
Q Science > QH Natural history
Divisions: Faculty of Science > Institute of Biological Sciences
Faculty of Science > Department of Chemistry
Depositing User: Ms. Juhaida Abd Rahim
Date Deposited: 18 Sep 2025 06:46
Last Modified: 18 Sep 2025 06:46
URI: http://eprints.um.edu.my/id/eprint/50432

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