1581723-72-9Relevant academic research and scientific papers
Ring opening of benzoxazinones: An improved and efficient synthesis of clavatustides A & B
Chettu, Suresh Kumar,Konidena, Lakshmi Narayana Sharma,Korupolu, Raghu Babu,Kameswara Rao,Doddipalla, Raju,Gandham, Hima Bindu,Guduru, Ramakrishna
, p. 3418 - 3420 (2017/08/10)
Ag2O mediated esterification of (R)-tert-butyl 2-hydroxy-3-phenylpropanoate has been realized via the effective ring opening of benzoxazinones that resulted in the efficient synthesis of cyclodepsipeptides clavatustides A and B and their enanti
First total synthesis of cyclodepsipeptides clavatustide A and B and their enantiomers
Chettu, Suresh Kumar,Madhu, Rajesh Bagepalli,Raolji, Gajendrasinh Balvantsinh,Babu, Korupolu Raghu,Rao, N.S. Kameswara,Gopalakrishnan, Srividya,Ismail, Ayesha,Reddy, G. Bhanuprakash,Shafi, Syed
, p. 61555 - 61565 (2016/07/11)
The enantiopure synthesis of clavatustides A (1) and B (3) were accomplished by a seven step synthetic protocol starting from commercially available (R)-phenyllactic acid. As the optical rotation values of synthetic (R)-clavatustides A and B were not in agreement with the reported values, the corresponding antipodes 2 and 4 were synthesized from (S)-phenyllactic acid to address the issue. Both (R) and (S) clavatustides A and B were evaluated for their anti-proliferative activity against three human cancer cell lines using MTT assay. The cervical cancer cell line (HeLa) was found to be most sensitive to the test compounds in decreasing the cell viability. S-Isomers (2 and 4) were found to exhibit better anti-proliferative activity when compared to their enantiomers (R-isomers) with IC50s 24.5 and 26.8 μM respectively against HeLa cell lines. All the compounds tested had a minimal effect on the cell viability of normal lung cells, indicating that these compounds are not toxic to normal cells.
