2. Academic Validation
  3. New 30-norlupane derivatives through chemical-microbial semi-synthesis of betulinic acid and their neuroprotective effect

New 30-norlupane derivatives through chemical-microbial semi-synthesis of betulinic acid and their neuroprotective effect

  • Bioorg Med Chem Lett. 2020 Sep 1;30(17):127407. doi: 10.1016/j.bmcl.2020.127407.
Shao-Hua Xu 1,  Hai-Lan Chen 1,  Ze-Lin Yang 1,  Li-Wei Lyu 2,  Yong Fan 2,  Mei Sha 1,  Jian Zhang 3,  Wei Xu 4,  Yu Lin 5
Affiliations

Affiliations

  • 1 College of Pharmacy, Fujian University of Traditional Chinese Medicine, Fuzhou, Fujian 350122, China.
  • 2 Novo Nordisk Foundation Center for Basic Metabolic Research, Section of Metabolic Genetics, Faculty of Health and Medical Sciences, University of Copenhagen, Panum, Maersk Tower, Blegdamsvej 3B, 2200 Copenhagen N, Denmark.
  • 3 State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing, Jiangsu 210009, China.
  • 4 College of Pharmacy, Fujian University of Traditional Chinese Medicine, Fuzhou, Fujian 350122, China. Electronic address: 2000017@fjtcm.edu.cn.
  • 5 College of Pharmacy, Fujian University of Traditional Chinese Medicine, Fuzhou, Fujian 350122, China. Electronic address: yulam@163.com.
PMID: 32738992 DOI: 10.1016/j.bmcl.2020.127407
Abstract

In this study, seven 30-norlupane derivatives (2-8) wasobtained from the chemical oxidation ofbetulinic acidfollowed bybiotransformationviaBacillus megateriumCGMCC 1.1741. And metabolites 2-4 and 6-8 were newly identified products. In the first step, betulinic acid was chemically oxidizedto platanic acid (1). Following the chemical oxidation, B. megaterium catalyzed the hydroxylation at C-7, C-11, C-15 and C-23 of platanic acid (1) as well as the oxidation of C-3 hydroxyl group. Compared to the labor-intensive isolation from natural Plants, this chemical-microbial semi-synthesis is more capable to provide increased structural diversity of oxygenated 30-norlupane. Finally, the potential neuroprotective effect of the derivatives was assessed on neuron-like PC12 cells induced by cobalt chloride (CoCl2). Metabolite 6 showed a potent neuroprotective activity.

Keywords

30-Norlupane; Betulinic acid; Biotransformation; Neuroprotective; Structural diversity.

Figures
嗨！很高兴为您提供帮助！

尊敬的 MCE 客户您好，
请您选择所在区域，我们将转接对应客服为您服务！

热门区域

A

B

C

F

G

H

J

L

N

Q

S

T

X

Y

Z

热 A B C F G H J L N Q S T X Y Z