Collagenase inhibitory quinic acid esters from Ipomoea pes-caprae

Fumihiro Teramachi; Takashi Koyano; Thaworn Kowithayakorn; Masahiko Hayashi; Kanki Komiyama; Masami Ishibashi

doi:10.1021/np0500631

Collagenase inhibitory quinic acid esters from Ipomoea pes-caprae

J Nat Prod. 2005 May;68(5):794-6. doi: 10.1021/np0500631.

Authors

Fumihiro Teramachi¹, Takashi Koyano, Thaworn Kowithayakorn, Masahiko Hayashi, Kanki Komiyama, Masami Ishibashi

Affiliation

¹ Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan.

PMID: 15921434
DOI: 10.1021/np0500631

Abstract

Two new quinic acid esters (1 and 2) were isolated from the extract of Ipomoea pes-caprae together with six known quinic acid esters (3-8). The structures of compounds 1 and 2 were elucidated by spectroscopic data interpretation. These new compounds exhibited collagenase inhibitory activity and showed almost no cytotoxicity.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amino Acid Sequence
Enzyme Inhibitors / chemistry
Enzyme Inhibitors / isolation & purification*
Enzyme Inhibitors / pharmacology
Esters
Ipomoea / chemistry*
Matrix Metalloproteinase Inhibitors*
Plant Leaves / chemistry
Plants, Medicinal / chemistry*
Quinic Acid* / analogs & derivatives*
Quinic Acid* / chemistry
Quinic Acid* / isolation & purification
Quinic Acid* / pharmacology
Thailand

Substances

3,5-di-O-caffeoyl-4-O-coumaroylquinic acid
4,5-di-O-caffeoyl-1,3-di-O-coumaroylquinic acid
Enzyme Inhibitors
Esters
Matrix Metalloproteinase Inhibitors
Quinic Acid