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New Amides and Phenylpropanoid Glucosides from the Fruits of Piper retrofractum.

ABSTRACT: Two new amides (E)-N-cinnamoyl-2-methoxypiperidine (1) and (R)-1-(2-oxopyrrolidin-3-yl)-5,6-dihydropyridin-2(1H)-one (2), four new amide glucosides, retrofractosides A-D (3-6), and two new phenylpropanoid glucosides, retrofractosides E (7) and F (8), together with 24 known compounds (9-32) were isolated from the fruits of Piper retrofractum. The chemical structures of these new compounds were elucidated based on extensive spectroscopic analysis. All of these isolates (1-32) were evaluated for inhibitory activity against mouse platelet aggregation induced by the peptide AYPGKF-NH₂. (E)-N-(Tetrahydro-2H-pyran-2-yl)cinnamamide (9) showed a weak inhibitory effect, with an inhibition ratio of 52.0% at a concentration of 150 ?M.

SUBMITTER: Tang R

PROVIDER: S-EPMC6538700 | biostudies-literature | 2019 Jun

REPOSITORIES: biostudies-literature

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New Amides and Phenylpropanoid Glucosides from the Fruits of Piper retrofractum.

Tang Rong R Zhang Ya-Qiong YQ Hu Dong-Bao DB Yang Xue-Fei XF Yang Jun J San Myint Myint MM Oo Thaung Naing TN Kong Yi Y Wang Yue-Hu YH

Natural products and bioprospecting 20190509 3

Two new amides (E)-N-cinnamoyl-2-methoxypiperidine (1) and (R)-1-(2-oxopyrrolidin-3-yl)-5,6-dihydropyridin-2(1H)-one (2), four new amide glucosides, retrofractosides A-D (3-6), and two new phenylpropanoid glucosides, retrofractosides E (7) and F (8), together with 24 known compounds (9-32) were isolated from the fruits of Piper retrofractum. The chemical structures of these new compounds were elucidated based on extensive spectroscopic analysis. All of these isolates (1-32) were evaluated for in ...[more]

PMID: 31073809

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