2. Academic Validation
  3. Synthesis and biological evaluation of (-)-kunstleramide and its derivatives

Synthesis and biological evaluation of (-)-kunstleramide and its derivatives

  • Medchemcomm. 2016 Dec 9;8(2):394-404. doi: 10.1039/c6md00606j.
R Venkateshwarlu 1,  B Chinnababu 2,  U Ramulu 2,  K Purushotham Reddy 2,  M Damoder Reddy 3,  P Sowjanya 4,  P Venkateswara Rao 1,  S Aravind 1
Affiliations

Affiliations

  • 1 Department of Chemistry , Osmania University , Hyderabad , Telangana State , India-500007 . Email: pallapothulav@gmail.com ; Email: aravind.iict@gmail.com.
  • 2 Division of Natural Product Chemistry , CSIR-IICT , Hyderabad , Telangana State , India-500007.
  • 3 Department of Pharmaceutical Sciences , School of Pharmacy , Union University , 1050 Union University Drive , Jackson , Tennessee , USA-38305.
  • 4 Division of Chemical Biology , CSIR-IICT , Hyderabad , Telangana State , India-500007.
PMID: 30108756 DOI: 10.1039/c6md00606j
Abstract

Stereoselective total synthesis of (-)-kunstleramide, a cytotoxic dienamide from the bark of Beilschmiedia kunstleri gamble, has been accomplished by using Keck's asymmetric allylation and Trost isomerization as key reactions. Application of the developed strategy for the synthesis of a series of amide analogues (8-22) was also reported. Furthermore, the synthesized compounds were evaluated for their in vitro anti-proliferative activities against human epithelial lung carcinoma (A549), human epithelial cervical Cancer (HeLa), human breast adenocarcinoma (MCF7) and human neuroblastoma (IMR32) cell lines using the SRB assay. All the compounds show moderate anti-proliferative activity against all cell lines. Some of the piperazine derivatives (17-22) strongly inhibit the growth of breast Cancer cells with IC50 values of 8-20 μM.

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