Highly conjugated norditerpenoid and pyrroloquinoline alkaloids with potent PTP1B inhibitory activity from Nigella glandulifera.

J Nat Prod

The Key Laboratory of Plant Resources and Chemistry of Arid Zone and State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences , Urumqi 830011, People's Republic of China.

Published: April 2014

AI Article Synopsis

  • - Three new norditerpenoid alkaloids (nigelladines A-C) and one pyrroloquinoline alkaloid (nigellaquinomine) were extracted from the plant Nigella glandulifera, each with unique chemical structures featuring highly conjugated systems.
  • - The specific 8aS-configuration of nigelladines A and B was confirmed through experimental comparisons with calculated electronic circular dichroism spectra.
  • - These isolated alkaloids demonstrated significant inhibitory effects on protein tyrosine phosphatase 1B (PTP1B) but showed no cytotoxic effects on the A431 cell line even at a concentration of 100 μM.

Article Abstract

Three norditerpenoid alkaloids, nigelladines A-C (1-3), and one pyrroloquinoline alkaloid, nigellaquinomine (4), all possessing new skeletons with highly conjugated systems, were isolated from Nigella glandulifera. The 8aS-configuration for 1 and 2 was determined by comparison of the experimental and calculated electronic circular dichroism spectra. These alkaloids exhibited potent protein tyrosine phosphatase 1B (PTP1B) inhibitory activity but are devoid of cytotoxicity against the A431 cell line at 100 μM.

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Source
http://dx.doi.org/10.1021/np4009078DOI Listing

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