BISINDOLE ALKALOIDS CONDENSED WITH A CYCLOPROPANE RING, PART 1. 14,15-CYCLOPROPANOVINBLASTINE AND - VINCRISTINE

A new type of vinblastine and vincristine derivatives was synthesized. The carbon carbon double bond in position 14 and 15 of the vindoline ring was cyclopropanated. In the course of the synthetic work 14,15-cyclopropano-vindoline was coupled with catharanthine, resulting in the cyclopropanated anhy...

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Published inHeterocycles Vol. 89; no. 3; pp. 653 - 668
Main Authors Keglevich, Peter, Hazai, Laszlo, Dubrovay, Zsofia, Dekany, Miklos, Szantay, Csaba, Kalaus, Gyoergy
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 2014
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
FEASIBILITY
CATHARANTHUS-ROSEUS
VINDOLINE
NATURAL-PRODUCTS
VINBLASTINE
DERIVATIVES
LINES
DON,G. CELL-CULTURES
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Abstract A new type of vinblastine and vincristine derivatives was synthesized. The carbon carbon double bond in position 14 and 15 of the vindoline ring was cyclopropanated. In the course of the synthetic work 14,15-cyclopropano-vindoline was coupled with catharanthine, resulting in the cyclopropanated anhydrovinblastine as a key intermediate to 14,15-cyclopropano-vinblastine and vincristine.
AbstractList A new type of vinblastine and vincristine derivatives was synthesized. The carbon carbon double bond in position 14 and 15 of the vindoline ring was cyclopropanated. In the course of the synthetic work 14,15-cyclopropano-vindoline was coupled with catharanthine, resulting in the cyclopropanated anhydrovinblastine as a key intermediate to 14,15-cyclopropano-vinblastine and vincristine.
Author Szantay, Csaba
Hazai, Laszlo
Dekany, Miklos
Kalaus, Gyoergy
Dubrovay, Zsofia
Keglevich, Peter
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10.1021/jo030312v
10.3390/molecules17055893
10.1016/j.fitote.2012.03.007
10.3987/COM-13-12827
10.1002/ejoc.201100528
10.1021/ja809842b
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Keywords FEASIBILITY
CATHARANTHUS-ROSEUS
VINDOLINE
NATURAL-PRODUCTS
VINBLASTINE
DERIVATIVES
LINES
DON,G. CELL-CULTURES
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Snippet A new type of vinblastine and vincristine derivatives was synthesized. The carbon carbon double bond in position 14 and 15 of the vindoline ring was...
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Science & Technology
Title BISINDOLE ALKALOIDS CONDENSED WITH A CYCLOPROPANE RING, PART 1. 14,15-CYCLOPROPANOVINBLASTINE AND - VINCRISTINE
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