(±)-Cryptamides A-D, Four Pairs of Novel Dopamine Enantiomer Trimers from the Periostracum Cicadae

  • Molecules. 2022 Oct 9;27(19):6707. doi: 10.3390/molecules27196707.
Junjian Luo  1 Wenjun Wei  1 Pan Wang  2 Tao Guo  1 Suiqing Chen  1 Liping Zhang  1 Shuying Feng  3
Affiliations
  • 1. School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450046, China.
  • 2. Academy of Chinese Medical Sciences, Henan University of Chinese Medicine, Zhengzhou 450046, China.
  • 3. Medical College, Henan University of Chinese Medicine, Zhengzhou 450046, China.
Abstract

Four pairs of novel dopamine enantiomer trimers, (±)-cryptamides A-D (1-4), and 10 pairs of previously described dopamine enantiomer dimers (5-14) were isolated from the Periostracum cicadae, the cast-off shell of the insect Cryptotympana pustulata. Aside from being pairs of enantiomers, the eight trimers were also elucidated to be regioisomers, most likely resulting from their mechanism of formation, [4 + 2] cycloaddition. The discovery of dopamine trimers is rarely reported when it comes to natural products derived from insects.

Keywords
Periostracum cicadae; anti-inflammatory; dopamine trimers; enantiomer; structure identification.
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