Total synthesis of Cryptophycins-1,-3,-4,-24 (Arenastatin A), and-29, cytotoxic depsipeptides from cyanobacteria of the Nostocaceae

JD White, J Hong, LA Robarge - The Journal of Organic Chemistry, 1999 - ACS Publications
A convergent synthesis of cryptophycins has been developed in which (5S,6R)-5-hydroxy-6-methyl-8-phenylocta-2(E),7(E)-dienoic
acid (A) is coupled with an amino acid segment (B). …

Total synthesis of cryptophycin-24 (Arenastatin A) amenable to structural modifications in the C16 side chain

MJ Eggen, CJ Mossman, SB Buck… - The Journal of …, 2000 - ACS Publications
synthesis of tert-butyl (5S,6R,2E,7E)-5-[(tert-butyldimethylsilyl)oxy]-6-methyl-8-phenyl-2,7-octadienoate,
a major component of the cryptophycins… methyl of the cryptophycins. The second …

Total synthesis and antitubulin activity of c10 analogues of cryptophycin-24

SB Buck, JK Huff, RH Himes… - Journal of medicinal …, 2004 - ACS Publications
… -diCl C10 analogues of cryptophycin-24 were prepared via total synthesis and tested in vitro
… parent compound cryptophycin-24. Substitution of the 4‘-MeO group in cryptophycin-24 with …

Total synthesis of cryptophycin 3

P Danner, M Bauer, P Phukan… - European journal of …, 2005 - Wiley Online Library
… The first representative of these depsipeptides, cryptophycin 1 (1), was isolated in 1990 … of
cryptophycin 24 (3), also known as arenastatin A, was described.5 Initially, cryptophycin 1 was …

Total synthesis of cryptophycins via a chemoenzymatic approach

GM Salamonczyk, K Han, Z Guo… - The Journal of Organic …, 1996 - ACS Publications
… analogs was cryptophycin-24, … to total synthesis for the preparation of cryptophycins. Although
Moore and co-workers have recently completed an elegant total synthesis of cryptophycin

Total synthesis of cryptophycins and their 16-(3-Phenylacryloyl) derivatives

R Rej, D Nguyen, B Go, S Fortin… - The Journal of Organic …, 1996 - ACS Publications
… The chloro derivative 24 was obtained in 68% yield from 15. The synthesis of 1 and
Cryptophycin C was easily completed by first coupling 24 with the appropriate subunit A (9 or 20). …

Total synthesis of cryptophycins. Revision of the structures of cryptophycins A and C

RA Barrow, T Hemscheidt, J Liang, S Paik… - Journal of the …, 1995 - ACS Publications
… gave carboxylic acid 23.19 L-leucic acid was converted to allyl ester 24 in 93% yield under
phase-transfer conditions, by exposing it to a mixture … The coupling reaction of 23 with 24 was …

[HTML][HTML] Total synthesis and biological evaluation of fluorinated cryptophycins

C Weiß, T Bogner, B Sammet… - Beilstein Journal of …, 2012 - beilstein-journals.org
… to synthesize partially fluorinated analogues of cryptophycins. The depsipeptidic character
of the cryptophycins suggests four different fragments to be assembled in the total synthesis, …

Synthesis of the cryptophycins

MA Tius - Tetrahedron, 2002 - Elsevier
… to develop as simple a cryptophycin synthesis as possible, we … /methanol at 40C for 24 h
led to cryptophycin 1 in 70% overall … in the context of the total synthesis of cryptophycin 52, a …

Total synthesis and anti-tubulin activity of epi-c3 analogues of cryptophycin-24

SB Buck, JK Huff, RH Himes… - Journal of medicinal …, 2004 - ACS Publications
… to our knowledge, no synthesis of a C3 epimer of any cryptophycin has been … synthesis and
evaluation of C3-epi-cryptophycin-24 (5, Figure 2), C3-epi-m-chlorobenzyl-cryptophycin-24 (6…