Enantioselective synthesis of altohyrtin C (spongistatin 2): synthesis of the AB‐and CD‐spiroketal subunits

DA Evans, PJ Coleman, LC Dias - … Chemie International Edition …, 1997 - Wiley Online Library
The spongipyran macrolides, a new class of marine natural products, exhibit subnanomolar
antitumor activities against a number of human cancer cell lines. Independent …

Stereocontrolled Total Synthesis of (+)‐Altohyrtin A/Spongistatin 1

I Paterson, DYK Chen, MJ Coster… - Angewandte Chemie …, 2001 - Wiley Online Library
First reported in 1993 by three groups (Kobayashi and Kitagawa, Pettit, and Fusetani),[1] the
altohyrtins/spongistatins/cinachyrolides are a unique family of antimitotic macrolides [2±5] …

Total synthesis of altohyrtin A (Spongistatin 1): Part 2

MM Hayward, RM Roth, KJ Duffy… - Angewandte Chemie …, 1998 - Wiley Online Library
The most active compound of the extraordinarily cytotoxic spongipyrans, spongistatin 1,
isolated from marine sponges, appeared to be identical to altohyrtin A. The total synthesis of …

Total synthesis of altohyrtin A (spongistatin 1): part 1

J Guo, KJ Duffy, KL Stevens, PI Dalko… - Angewandte Chemie …, 1998 - Wiley Online Library
The most active compound of the extraordinarily cytotoxic spongipyrans, spongistatin 1,
isolated from marine sponges, appeared to be identical to altohyrtin A. The total synthesis of …

Total Synthesis of Spongistatin 1: A Synthetic Strategy Exploiting Its Latent Pseudo‐Symmetry

M Ball, MJ Gaunt, DF Hook, AS Jessiman… - Angewandte …, 2005 - Wiley Online Library
The spongistatins comprise an important family of architecturally complex marine macrolides
that display extraordinary antitumor activities against a variety of human cancer cell lines …

The Spongistatins: Architecturally Complex Natural Products—Part Two: Synthesis of the C (29–51) Subunit, Fragment Assembly, and Final Elaboration to (+) …

AB Smith III, Q Lin, VA Doughty, L Zhuang… - Angewandte …, 2001 - Wiley Online Library
The spongistatins comprise an architecturally unique family of macrolides that have attracted
wide interest in both the chemical and biomedical communities [1] as a consequence of their …

Spongistatins, cynachyrolides, or altohyrtins? Marine macrolides in cancer therapy

J Pietruszka - Angewandte Chemie International Edition, 1998 - Wiley Online Library
Fascinating structures and stunning cytotoxicities characterize the altohyrtins A–C, the
spongistatins 1–9, and cynachyrolide A. The first total syntheses reported by the groups from …

Studies towards the synthesis of the C29-C51 fragment of altohyrtin A

E Fernandez-Megia, N Gourlaouen, SV Ley… - Synlett, 1998 - thieme-connect.com
The synthesis of the highly substituted E and F pyran fragment 23 of altohyrtin A 1 from tri-O-
benzyl-D-glucal 5 is described. The synthesis of a model compound 31 containing the …

Enantioselective total synthesis of altohyrtin C (spongistatin 2)

DA Evans, BW Trotter, PJ Coleman, B Côté, LC Dias… - Tetrahedron, 1999 - Elsevier
The first total synthesis of a spongipyran macrolide, altohyrtin C, is described. The
convergent synthesis strategy relies on a regioselective macrolactonization, a …

Spongistatin synthetic studies. 2. Assembly of the C (18–28) spiroketal

AB Smith III, L Zhuang, CS Brook, Q Lin, WH Moser… - Tetrahedron letters, 1997 - Elsevier
The C (18–28) CD-ring spiroketal subunit of the spongistatins, marine polyether macrolides
with unprecedented antitumor activity, has been generated via a highly convergent and …