149355-77-1Relevant academic research and scientific papers
New lamellarin alkaloids from an unidentified ascidian from the Arabian Sea
Reddy, M. Venkata Rami,Faulkner, D. John,Venkateswarlu,Rao, M. Rama
, p. 3457 - 3466 (1997)
An unidentified ascidian from the Arabian Sea contained nine new alkaloids of the lamellarin class together with lamellarin N. The structures of the 20-sulfate derivatives of lamellarins T. U, V, and Y (1-4) and lamellarins T - X (5-9) were identified by
Synthesis, resolution, and biological evaluation of atropisomeric (aR)- and (aS)-16-methyllamellarins N: Unique effects of the axial chirality on the selectivity of protein kinases inhibition
Yoshida, Kenyu,Itoyama, Ryosuke,Yamahira, Masashi,Tanaka, Junji,Loa?c, Nadège,Lozach, Olivier,Durieu, Emilie,Fukuda, Tsutomu,Ishibashi, Fumito,Meijer, Laurent,Iwao, Masatomo
, p. 7289 - 7301 (2013/10/21)
The total synthesis of the optically active (aR)- and (aS)-16- methyllamellarins N (3a and 3b) was achieved via resolution on HPLC chiral stationary phase. The kinase inhibitory activities of both enantiomers were evaluated on eight protein kinases releva
Total synthesis of natural and unnatural lamellarins with saturated and unsaturated D-rings
Ploypradith, Poonsakdi,Petchmanee, Thaninee,Sahakitpichan, Poolsak,Litvinas, Nichole D.,Ruchirawat, Somsak
, p. 9440 - 9448 (2007/10/03)
(Chemical Equation Presented) Twenty-eight natural and unnatural lamellarins with either a saturated or an unsaturated D-ring were synthesized according to our developed synthetic route. The key step involved the Michael addition/ring closure (Mi-RC) of the benzyldihydroisoquinoline and α-nitrocinnamate derivatives, which provided the 2-carboethoxypyrrole intermediates in moderate to good yields (up to 78% yield). Subsequent hydrogenolysis/lactonization furnished lamellarins with a saturated D-ring in excellent yields (up to 93% yield). DDQ oxidation of the saturated lamellarin acetates led directly to the corresponding unsaturated analogues in 54-95% yield. In addition, only two steps in our developed strategy require column chromatography.
Studies of Australian Ascidians. I. Six New Lamellarin-Class Alkaloids from a Colonial Ascidian, Didemnum sp.
Carroll, Anthony R.,Bowden, Bruce F.,Coll, John C.
, p. 489 - 501 (2007/10/02)
Six new polyaromatic alkaloids, lamellarin I (3), J (6), K (7), L (9), M (11) and the triacetate (13) of lamellarin N, and four known alkaloids, Lamellarin A (1), B (15), C (16) and the triacetate (14) of lamellarin D, have been isolated from the marine a
