Peter A Hinrichs

Publications (2)3.13 Total impact

• Article: Antineoplastic agents. 561. Total synthesis of respirantin.

  George R Pettit, Thomas H Smith, Song Feng, John C Knight, Rui Tan, Robin K Pettit, Peter A Hinrichs
  [show abstract] [hide abstract]
  ABSTRACT: Total synthesis of the 18-membered ring cyclodepsipeptide believed to be respirantin (1b) has been achieved. The key step in the synthesis is an intramolecular transesterification of the beta-ketoester alcohol 6 to afford the protected macrocycle 5. The synthetic product was shown to be identical to a natural product presumed to be respirantin (1b), and the absolute stereochemistry of six of the seven asymmetric centers of cyclodepsipeptide 1b was unequivocally established. Respirantin (1b) was found to be a remarkable inhibitor of cancer cell growth and related to the antimycin family of antibiotics.
  Journal of Natural Products 08/2007; 70(7):1073-83. · 3.13 Impact Factor
• Article: Antineoplastic Agents. 561. Total Synthesis of Respirantin1a

  George R. Pettit, Thomas H. Smith, Song Feng, John C. Knight, Rui Tan, Robin K. Pettit, Peter A. Hinrichs
  [show abstract] [hide abstract]
  ABSTRACT: Total synthesis of the 18-membered ring cyclodepsipeptide believed to be respirantin (1b) has been achieved. The key step in the synthesis is an intramolecular transesterification of the β-ketoester alcohol 6 to afford the protected macrocycle 5. The synthetic product was shown to be identical to a natural product presumed to be respirantin (1b), and the absolute stereochemistry of six of the seven asymmetric centers of cyclodepsipeptide 1b was unequivocally established. Respirantin (1b) was found to be a remarkable inhibitor of cancer cell growth and related to the antimycin family of antibiotics.
  07/2007;