Total synthesis, structural elucidation and anti-inflammatory activity evaluation of 2-deoxy-3,6-anhydro hexofuranoside derivatives isolated from Sauropus rostratus.
The first total synthesis of four 2-deoxy-3,6-anhydro hexofuranoside derivatives, namely sauropunols (A-D), isolated from the traditional Chinese medicinal plant Sauropus rostratus was accomplished. Structures of sauropunols A and B were clearly elucidated and reassigned. The anti-inflammatory activities of sauropunols (A-D) as well as the synthetic intermediates were evaluated, which is valuable for further structure-activity relationship (SAR) studies on this class of natural products.
State Key Laboratory of Natural Medicines and Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, P. R. China. weijiaxie@cpu.edu.cn.
Chenxi
C
Zhang
Jiangsu Key Laboratory of Drug Screening, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, P. R. China. wul2004@hotmail.com.
Chengcheng
C
Wang
State Key Laboratory of Natural Medicines and Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, P. R. China. weijiaxie@cpu.edu.cn.
Zihao
Z
Wang
Faculty of Pharmacy Kinki University, 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan.
Genzoh
G
Tanabe
Faculty of Pharmacy Kinki University, 3-4-1 Kowakae, Higashi-osaka, Osaka 577-8502, Japan.
Osamu
O
Muraoka
State Key Laboratory of Natural Medicines and Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, P. R. China. weijiaxie@cpu.edu.cn.
Aijun
A
Lin
State Key Laboratory of Natural Medicines and Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, P. R. China. weijiaxie@cpu.edu.cn.
Jinyi
J
Xu
State Key Laboratory of Natural Medicines and Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, P. R. China. weijiaxie@cpu.edu.cn.
Xiaoming
X
Wu
Jiangsu Key Laboratory of Drug Screening, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, P. R. China. wul2004@hotmail.com.
Liang
L
Wu
State Key Laboratory of Natural Medicines and Department of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, P. R. China. weijiaxie@cpu.edu.cn.
Weijia
W
Xie
D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D060326:Chemistry Techniques, Synthetic; D019684:Magnoliopsida / Q000737:chemistry*; D013329:Structure-Activity Relationship; D000073893:Sugars / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D000893:Anti-Inflammatory Agents; D000073893:Sugars