Heliyon, Volume 11, Issue 1 , 15/01/2025

Highly oxygenated cyclohexenes from the leaves of Uvaria grandiflora Roxb. ex Hornem and their cytotoxic and α-glucosidase inhibitory activities

Virayu Suthiphasilp, Moses Egoh Betangah, Passakorn Teerapongpisan, Narawadee Rujanapun, Boonyanoot Chaiyosang, Sarawut Tontapha, Pakit Kumboonma, Brian O. Patrick, Raymond J. Andersen, Rawiwan Charoensup, Thidarat Duangyod, Phunrawie Promnart, Tharakorn Maneerat, Surat Laphookhieo

Abstract

Phytochemical investigation of the leaf extract of Uvaria grandiflora Roxb. ex Hornem led to the isolation and identification of two new highly oxygenated cyclohexenes, uvariagrandols A (1) and B (2), together with seven known compounds (3–9). Their structures were elucidated by spectroscopic methods as well as comparisons made from the literature. The (1S,2S,3R,6S) absolute configuration of uvariagrandols A and B was established by the comparison of the experimental and calculated electronic circular dichroism (ECD). (+)-Grandifloracin (9) displayed cytotoxicity against SW480 and K562 cell lines with IC<inf>50</inf> values of 154.9 and 60.9 μM, respectively. 6-Methoxyzeylenol (5) had α-glucosidase inhibitory activity with the IC<inf>50</inf> value of 34.1 μM.

Document Type

Article

Source Type

Journal

Keywords

AnnonaceaeCytotoxicityHighly oxygenated cyclohexenesUvaria grandifloraα-Glucosidase inhibitory activity

ASJC Subject Area

Multidisciplinary : Multidisciplinary

Funding Agency

Thailand Science Research and Innovation



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Citations (Scopus)

Bibliography


Suthiphasilp, V., Betangah, M., Teerapongpisan, P., Rujanapun, N., Chaiyosang, B., Tontapha, S., Kumboonma, P., ... Laphookhieo, S. (2025). Highly oxygenated cyclohexenes from the leaves of Uvaria grandiflora Roxb. ex Hornem and their cytotoxic and α-glucosidase inhibitory activities. Heliyon, 11(1) doi:10.1016/j.heliyon.2024.e41326

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