01854nas a2200217   4500008004100000022001400041245017300055210006900228260007700297300001400374520092900388653002101317653001601338653001901354653004001373653001901413100001901432700002701451700002901478856012901507       2008                        eng d  a1434-193X00aSuzuki cross-coupling and intramolecular aza-michael addition reaction sequence towards the synthesis of 1,10b-epi-7-deoxypancratistatins and their cytotoxicity studies0 aSuzuki crosscoupling and intramolecular azamichael addition reac  aPO BOX 10 11 61, D-69451 WEINHEIM, GERMANYbWILEY-V C H VERLAG GMBHcDEC  a5839-58473 a<p>The development of an efficient approach to the construction of a phenanthridone is described. The convergent strategy commences with the preparation of Suzuki cross-coupling reaction precursors, arylboronic acid 12 and a-iodo enone 14, from piperonylamine (9) and (-)-D-quinic acid (10), respectively. The coupling of 12 and 19 followed by a key intramolecular aza-Michael addition produced phenanthridone 21 featuring a cis-fused B-C ring junction. The syntheses of compounds 25 and 26, both of which are C-1 and C-10b epimers of the naturally occurring potent antitumor agent 7-deoxypancratistatin (2), from 21 are elaborated in detail in this paper. The cytotoxicities of 25 and 26 were evaluated against three different cancer cell lines. Compound 26 served as a moderate growth inhibitor of THP-1 monocytic cells (GI(50) = 14.5 mu g/mL). ((C) Wiley-VCH Verlag GmbH &amp; Co. KGaA, 69451 Weinheim, Germany, 2008)</p>10aantitumor agents10aChiral pool10aCross-coupling10aIntramolecular aza-Michael addition10aPancratistatin1 aPandey, Ganesh1 aBalakrishnan, Madhesan1 aSwaroop, Pandrangi, Siva  uhttps://library.ncl.res.in/content/suzuki-cross-coupling-and-intramolecular-aza-michael-addition-reaction-sequence-towards-0