Unusual diarylheptanoid-phenylpropanoid adducts and diarylheptanoid alkaloids from Pellacalyx saccardianus

Chan, Zi-Yang and Krishnan, Premanand and Hii, Ling -Wei and Mai, Chun-Wai and Leong, Chee-Onn and Low, Yun-Yee and Wong, Soon-Kit and Ting, Kang-Nee and Yong, Kien -Thai and Lim, Kuan-Hon (2021) Unusual diarylheptanoid-phenylpropanoid adducts and diarylheptanoid alkaloids from Pellacalyx saccardianus. Phytochemistry Letters, 46. pp. 36-44. ISSN 1874-3900, DOI https://doi.org/10.1016/j.phytol.2021.09.004.

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Abstract

Two pairs of enantiomeric diarylheptanoid-phenylpropanoid adducts bearing a cyclohexenone core, (+/-)-sac-cardianones A and B (1 and 2), an alkaloidal diarylheptanoid-phenylpropanoid adduct bearing a 4-piperidone core, (+/-)-saccardianine A (3), a pair of enantiomeric dimeric diarylheptanoid alkaloids bearing a tetrahy-dropyridine core, (+/-)-saccardianine B (4), and a suspected degradation product, saccardianine C (5), in addition to a known diarylheptanoid, platyphyllenone (6), were isolated from the leaves of Pellacalyx saccardianus. Their chemical structures were elucidated based on detailed analyses of the NMR and MS data. The structure of (+/-)-(1) was also confirmed by X-ray diffraction analysis. Compounds (+/-)-2 and 6 exhibited selective cytotoxicity to-wards the AsPC-1 and PANC-1 pancreatic cancer cell lines, respectively.

Item Type: Article
Funders: UNSPECIFIED
Uncontrolled Keywords: Pellacalyx saccardianus;Rhizophoraceae;Diarylheptanoid; Alkaloid;X-ray crystallography;Cytotoxicity
Subjects: R Medicine
R Medicine > RS Pharmacy and materia medica
R Medicine > RV Botanic, Thomsonian, and eclectic medicine
Divisions: Faculty of Science
Depositing User: Ms Zaharah Ramly
Date Deposited: 12 Sep 2022 06:45
Last Modified: 12 Sep 2022 06:45
URI: http://eprints.um.edu.my/id/eprint/34331

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