One unique steroidal sapogenin obtained through the microbial transformation of ruscogenin by Phytophthora cactorum ATCC 32134 and its potential inhibitory effect on tissue factor (TF) procoagulant activity

  • Bioorg Med Chem Lett. 2010 Jul 15;20(14):4015-7. doi: 10.1016/j.bmcl.2010.05.103.
Nai-Dong Chen  1 ,  Lei Yue ,  Jian Zhang ,  Jun-Ping Kou ,  Bo-Yang Yu
Affiliations
  • 1. Department of Complex Prescription of Traditional Chinese Medicine, China Pharmaceutical University, #639 Long Mian Road, Nanjing 211198, China.
PMID: 20561785 DOI: 10.1016/j.bmcl.2010.05.103
Abstract

With the aim to obtain more effective tissue factor (TF) inhibitors, the microbial transformation of three steroidal sapogenins, ruscogenin (1), diosgenin (2) and sarsasapogenin (3), was carried out and only ruscogenin was selectivity converted to 1-hydroxy-spirost-4-en-3-one (4) by Phytophthora cactorum ATCC 32134. The in vitro anti-TF procoagulant activity of this metabolite was enhanced almost 10 times to an IC(50) value of 0.29 microM. The chemical assignments of compound 4 were made unambiguously using ESI-MS, IR and 2D NMR spectroscopy.