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

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.

SUBMITTER: Luo J

PROVIDER: S-EPMC9571589 | biostudies-literature | 2022 Oct

REPOSITORIES: biostudies-literature

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

Luo Junjian J Wei Wenjun W Wang Pan P Guo Tao T Chen Suiqing S Zhang Liping L Feng Shuying S

Molecules (Basel, Switzerland) 20221009 19

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 ...[more]

PMID: 36235243

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