Polyneurines A-H, iboga alkaloids from Tabernaemontana polyneura.

Sin-Yee Tang, Chun-Hoe Tan, Kae-Shin Sim, Kien-Thai Yong, Kuan-Hon Lim, Yun-Yee Low, Siew-Huah Lim

Phytochemistry 2023 Apr

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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 configurations were determined using GIAO NMR calculations and DP4+ probability analysis, TDDFT-ECD method, or X-ray diffraction analysis. Polyneurine A possesses a γ-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. Copyright © 2023 Elsevier Ltd. All rights reserved.

Citation

Sin-Yee Tang, Chun-Hoe Tan, Kae-Shin Sim, Kien-Thai Yong, Kuan-Hon Lim, Yun-Yee Low, Siew-Huah Lim. Polyneurines A-H, iboga alkaloids from Tabernaemontana polyneura. Phytochemistry. 2023 Apr;208:113587