215715-41-6Relevant academic research and scientific papers
Scalable Total Syntheses of Some Natural and Unnatural Lamellarins: Application of a One-Pot Domino Process for Regioselective Access to the Central 1,2,4-Trisubstituted Pyrrole Core
Kumar, Virendra,Awasthi, Annapurna,Salam, Abdus,Khan, Tabrez
, p. 11596 - 11603 (2019/10/02)
Short and scalable total syntheses of lamellarin G trimethyl ether, lamellarin D trimethyl ether, lamellarin H, lamellarin ?, dihydrolamellarin ?, and lamellarin U have been realized in four to six linear steps with an overall yield of ≤22%. Highlights of
Regioselective synthesis of 2,4-differentially arylated pyrroles and its application to the synthesis of lamellarins
Fukuda, Tsutomu,Anzai, Mizuho,Iwao, Masatomo
, p. 593 - 612 (2017/04/10)
An efficient method for the synthesis of 2,4-differentially arylated pyrroles has been developed via stepwise palladium-catalyzed Suzuki-Miyaura coupling of N-benzenesulfonyl-4-bromo-2-iodopyrrole with different arylboronic acids. This method has been applied to the new synthesis of the marine natural products lamellarins.
Total synthesis and evaluation of lamellarin α 20-Sulfate analogues
Ridley, Christian P,Reddy, M. Venkata Rami,Rocha, Genalyn,Bushman, Frederic D,Faulkner
, p. 3285 - 3290 (2007/10/03)
In order to explore the influence of sulfate groups on the bioactivity profiles of marine alkaloids of the lamellarin class, three such alkaloids, lamellarin α lamellarin α 13,20-disulfate and H, were synthesized and their activities against HIV-1 integrase and cancer cell ines were compared with those of lamellarin α 20-sulfate, which is a selective inhibitor of HIV-1 integrase. Lamellarin α does not inhibit HIV-1 integrase but shows moderate cytotoxicity with good cell line selectivity. Lamellarin α13,20-disulfate is a moderate inhibitor of both HIV-1 integrase and cancer cell lines. Lamellarin H is a more potent inhibitor of HIV-1 integrase but lacked the specificity required to be medicinally useful. Copyright
