Five New Phenolic Compounds with Antioxidant Activities from the Medicinal Insect Blaps rynchopetera

Huai Xiao; Tian-Peng Yin; Jian-Wei Dong; Xiu-Mei Wu; Qing Luo; Jian-Rong Luo; Le Cai; Zhong-Tao Ding

doi:10.3390/molecules22081301

Five New Phenolic Compounds with Antioxidant Activities from the Medicinal Insect Blaps rynchopetera

Molecules. 2017 Aug 4;22(8):1301. doi: 10.3390/molecules22081301.

Authors

Huai Xiao^{1

2}, Tian-Peng Yin^{3

4}, Jian-Wei Dong⁵, Xiu-Mei Wu⁶, Qing Luo⁷, Jian-Rong Luo⁸, Le Cai⁹, Zhong-Tao Ding¹⁰

Affiliations

¹ Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China. Xiaohuai10@263.net.
² Yunnan Provincial Key Laboratory of Entomological Biopharmaceutical R&D, Dali University, Dali 671000, China. Xiaohuai10@263.net.
³ Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China. tpyin89@163.com.
⁴ Zhuhai Key Laboratory of Fundamental and Applied Research in Traditional Chinese Medicine, Zunyi Medical University Zhuhai Campus, Zhuhai 519041, China. tpyin89@163.com.
⁵ Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China. jwdongyn@outlook.com.
⁶ Yunnan Provincial Key Laboratory of Entomological Biopharmaceutical R&D, Dali University, Dali 671000, China. wxm6865@163.com.
⁷ Yunnan Provincial Key Laboratory of Entomological Biopharmaceutical R&D, Dali University, Dali 671000, China. lq690275304@163.com.
⁸ Yunnan Provincial Key Laboratory of Entomological Biopharmaceutical R&D, Dali University, Dali 671000, China. ljrrong@vip.sina.com.
⁹ Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China. caile@ynu.edu.cn.
¹⁰ Functional Molecules Analysis and Biotransformation Key Laboratory of Universities in Yunnan Province, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China. ztding@ynu.edu.cn.

Abstract

Five new phenolic compounds rynchopeterines A-E (1-5), in addition to thirteen known phenolics, were isolated from Blaps rynchopetera Fairmaire, a kind of medicinal insect utilized by the Yi Nationality in Yunnan Province of China. Their structures were established on the basis of extensive spectroscopic analyses (1D and 2D NMR, HR-MS, IR) along with calculated electronic circular dichroism method. Rynchopeterines A-E (1-4) exhibited significant antioxidant activities with IC₅₀ values of 7.67-12.3 μg/mL measured by the 1,1-diphenyl-2-picrylhydrazyl (DPPH) assay. Besides, rynchopeterines B (2) and C (3) showed mild cytotoxicity against tumor cell Caco-2 and A549.

Keywords: Blaps rynchopetera; anti-tumor; antioxidant; chemical constituents; phenolic; rynchopeterines A–E.

MeSH terms

A549 Cells
Animals
Antineoplastic Agents* / chemistry
Antineoplastic Agents* / isolation & purification
Antineoplastic Agents* / pharmacology
Antioxidants* / chemistry
Antioxidants* / isolation & purification
Antioxidants* / pharmacology
Caco-2 Cells
Coleoptera / chemistry*
Humans
Hydroxybenzoates* / chemistry
Hydroxybenzoates* / isolation & purification
Hydroxybenzoates* / pharmacology
Neoplasms / drug therapy*
Neoplasms / metabolism
Neoplasms / pathology

Substances

Antineoplastic Agents
Antioxidants
Hydroxybenzoates