Polyneurines A-H, iboga alkaloids from Tabernaemontana polyneura

Authors

• Sin-Yee Tang
• Chun-Hoe Tan
• Kae-Shin SimFollow
• Kien-Thai YongFollow
• Kuan-Hon Lim
• Yun-Yee LowFollow
• Siew-Huah LimFollow

Document Type

Article

Publication Date

4-1-2023

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.

Keywords

Tabernaemontana polyneura, Apocynaceae, Iboga, Alkaloids, ECD, DP4+, X-ray diffraction

Publication Title

Phytochemistry

Recommended Citation

Tang, Sin-Yee; Tan, Chun-Hoe; Sim, Kae-Shin; Yong, Kien-Thai; Lim, Kuan-Hon; Low, Yun-Yee; and Lim, Siew-Huah, "Polyneurines A-H, iboga alkaloids from Tabernaemontana polyneura" (2023). Research Publications (2021 to 2025). 2943.
https://knova.um.edu.my/research_publications_2021_2025/2943

Divisions

InstituteofBiologicalSciences,CHEMISTRY

Funders

Universiti Malaya and MOHE Malaysia (FRGS/1/2019/STG01/UM/02/23)

Volume

208

Publisher

Elsevier

Publisher Location

THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND