01374nas a2200169   4500008004100000022001400041245008100055210006900136260000800205300001400213490000700227520079000234100002401024700002301048700002201071856011101093       2025                        eng d  a1477-052000aTotal synthesis of linear lipodepsipeptide kavaratamide A and its C25-epimer0 aTotal synthesis of linear lipodepsipeptide kavaratamide A and it  cFEB  a1819-18220 v233 a<p>
	We report the stereoselective total synthesis of kavaratamide A, a linear lipodepsipeptide from the cyanobacterium Moorena bouillonii (collected in Kavaratti, India), and its unnatural C25-epimer. The convergent approach employs Keck asymmetric allylation to construct the chiral beta-hydroxy carboxylic acid fragment [(3S)-HDA; 3-hydroxydecanoic acid], while the peptide unit was assembled from l-Val, N-Me-l-Ala, (S)-Hiva, and (S)-iPr-O-Me-pyr using well-orchestrated coupling methods to prevent racemization. Modifications to the Keck allylation conditions enabled the synthesis of the C25-epimer with good yield. Cytotoxicity of kavaratamide A and C25-epi-kavaratamide A, assessed using the MTT assay, demonstrated moderate activity against HepG2 and PANC-1 cell lines.</p>
1 aSahu, Manas, Ranjan1 aIngale, Sudhir, R.1 aKontham, Ravindar  uhttps://library.ncl.res.in/content/total-synthesis-linear-lipodepsipeptide-kavaratamide-and-its-c25-epimer