Synthesis and Biological Evaluation of Oleanane Triterpenoid with γ-Lactone Functionality in Ring C

doi:10.3969/j.issn.0251-0790.2012.05.019

Chem. J. Chinese Universities ›› 2012, Vol. 33 ›› Issue (05): 969.doi: 10.3969/j.issn.0251-0790.2012.05.019

• Organic Chemistry • Previous Articles Next Articles

Synthesis and Biological Evaluation of Oleanane Triterpenoid with γ-Lactone Functionality in Ring C

QIAN Shan¹, WU Yong², HE Yu-Xin¹, WANG Zhou-Yu¹, YANG Wen-Yu¹, CHEN Xin³

1. School of Bioengineering, Xihua University, Chengdu 610039;
2. West China School of Pharmacy, Sichuan University, Chengdu 610041;
3. Drug Screening Center, DiAo Pharmaceutical Group, Chengdu 610041, China

Received:2011-06-22 Online:2012-05-10 Published:2012-05-10

Abstract

Abstract: Some oleanolic acid(OA) derivatives with γ-lactone functionality in ring C had better H₂O solubi-lity and bioavailability than OA. Preliminary biological screening in vitro of these derivatives for 12 responding protein targets and cells of frequent diseases was processed. This investigation revealed that lactone 13 showed significant activity(IC₅₀=3.58 μg/mL) against Cathepsin K, and was found to be a potent leader compound for the treatment of osteoporosis. Preliminary structure-activity relationship analysis indicated that the γ-lactone and glyco-groups were active groups.

Key words: Oleanolic acid, Cathepsin K, Osteoporosis, Structure-activity relationship

CLC Number:

O625
R914

TrendMD:

QIAN Shan, WU Yong, HE Yu-Xin, WANG Zhou-Yu, YANG Wen-Yu, CHEN Xin. Synthesis and Biological Evaluation of Oleanane Triterpenoid with γ-Lactone Functionality in Ring C[J]. Chem. J. Chinese Universities, 2012, 33(05): 969.

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Synthesis and Biological Evaluation of Oleanane Triterpenoid with γ-Lactone Functionality in Ring C

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