Unusual diarylheptanoid-phenylpropanoid adducts and diarylheptanoid alkaloids from Pellacalyx saccardianus

Document Type

Article

Publication Date

12-1-2021

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.

Keywords

Pellacalyx saccardianus, Rhizophoraceae, Diarylheptanoid, Alkaloid, X-ray crystallography, Cytotoxicity

Divisions

Science

Publication Title

Phytochemistry Letters

Volume

46

Publisher

Elsevier

Publisher Location

RADARWEG 29, 1043 NX AMSTERDAM, NETHERLANDS

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