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Ethylidene-Tethered Chromene-Pyrone Hybrids as Potential Plant-Growth Regulators from an Endolichenic Phaeosphaeria Species.

Yi-Jie ZhaiZhen-Zhen ZhouLin-Lin GaoJian-Nan LiGennaro PescitelliJin-Ming GaoWen-Bo Han
Published in: Journal of agricultural and food chemistry (2023)
Phaeosphaeria sp., a lichen-associated fungus, produced six skeletally new dimeric spiciferones ( 1 - 6 ) and four known metabolites ( 7 - 10 ). The new structures were elucidated by spectroscopic analysis, and their absolute configurations were determined by electronic circular dichroism calculations. Compounds 1 and 3 - 6 represent the first examples of ethylidene-bridged dimers from the building blocks 4 H -chromene-4,7(8 H )-dione and α-pyrone, and 2 is a unique homodimer of spiciferone. Compounds 1 , 2 , and 5 - 9 significantly inhibited the growth of weed-like dicot Arabidopsis thaliana at 100.0 μM. Notably, 8 showed the strongest inhibitory activity against the fresh weight and root elongation of A. thaliana with the IC 50 values of 32.04 and 26.78 μM, respectively, whereas 1 , 8 , and 9 stimulated the growth of A. thaliana at lower concentrations. Meanwhile, compounds 2 and 6 exhibited weak inhibitory effects on the root elongation of monocot rice, while 1 and 8 exhibited growth-promoting effects on the shoot and root elongation of rice in a roughly dose-dependent manner.
Keyphrases
  • arabidopsis thaliana
  • plant growth
  • physical activity
  • body mass index
  • transcription factor
  • ms ms
  • weight loss
  • risk assessment
  • molecular dynamics
  • density functional theory
  • human health