Spongipyran synthetic studies. Evolution of a scalable total synthesis of (+)-spongistatin 1

…, S Shirakami, D Bauer, M Takeuchi, J Koyanagi… - Tetrahedron, 2009 - Elsevier
Three syntheses of the architecturally complex, cytotoxic marine macrolide (+)-spongistatin
1 (1) are reported. Highlights of the first-generation synthesis include: use of a dithiane …

Comparison of the cytotoxic activities of naturally occurring hydroxyanthraquinones and hydroxynaphthoquinones

…, N Suzuki, T Shimamura, L Gao, J Koyanagi… - European journal of …, 2008 - Elsevier
Seven hydroxyanthraquinone derivatives, 1–7, were isolated from the root of Rheum palmatum
(Polygonaceae). Two propionated anthraquinone derivatives, 8 and 9, were synthesized. …

Spongistatin synthetic studies. An efficient, second-generation construction of an advanced ABCD intermediate

…, C Sfouggatakis, CS Bennett, J Koyanagi… - Organic …, 2002 - ACS Publications
A short, efficient, and stereocontrolled synthesis of (−)-4, an advanced ABCD subunit of the
spongistatins, has been achieved. Central to the synthetic strategy is the multicomponent …

Preparations of heterospirostanols and their pharmacological activities

HJ Quan, J Koyanagi, K Ohmori, S Uesato… - European journal of …, 2002 - Elsevier
(3β,20S,22S,25R)-22-Thiospirosol-5-en-3-ol (9) and (3β,20S,22S,25R)-22-seleno-spirosol-5-en-3-ol
(11) were prepared from diosgenin (3) via 26-iodopseudodiosgenin (6) as a key …

Preparations of vitamin D analogs, spirostanols and furostanols from diosgenin and their cytotoxic activities

HJ Quan, J Koyanagi, F Komada, S Saito - European journal of medicinal …, 2005 - Elsevier
Vitamin D analogs 12 and 13 having a spiro ring in the side chain, various spirostanols 18–21,
26, 27, 29 and 37, and furostanols 34–36 having SCN and SeCN groups at the 26 …

Preparation of 1, 8-di-O-alkylaloe-emodins and 15-amino-, 15-thiocyano-, and 15-selenocyanochrysophanol derivatives from aloe-emodin and studying their cytotoxic …

…, K Takahashi, T Shimamura, J Koyanagi… - Chemical and …, 2008 - jstage.jst.go.jp
1, 8-Di-O-alkylaloe-emodin derivatives (namely, methyl-, propyl-, hexyl-, dodecyl-, and
octadecyl) were synthesized from naturally occurring aloe-emodin. Further, derivatives having …

Cytotoxic Activity toward KB Cells of 2-Substituted Naphtho[2,3-b]furan-4,9-diones and Their Related Compounds

M Ogawa, J Koyanagi, A Sugaya, T Tsuda… - Bioscience …, 2006 - Taylor & Francis
We investigated the cytotoxic activity of 2-substituted naphtho[2,3-b]furan-4,9-diones. We
have previously synthesized 33 types of 2-substituted and related compounds, and the …

Tumor-specific cytotoxicity and type of cell death induced by naphtho [2, 3-b] furan-4, 9-diones and related compounds in human tumor cell lines: relationship to …

…, KEN Hashimoto, M Ogawa, J Koyanagi… - Anticancer …, 2009 - ar.iiarjournals.org
A total of thirty-nine naphtho[2,3-b]furan-4,9-diones and related compounds were tested for
their cytotoxicity against three human normal oral cells (gingival fibroblast, HGF, pulp cell, …

A new synthetic route to 2‐substituted naphtho[2,3‐b]furan‐4,9‐dione2‐Substituted Naphtho[2,3‐b]furan‐4,9‐dione

J Koyanagi, K Yamamoto, K Nakayama… - Journal of …, 1997 - Wiley Online Library
4,9‐Dimethoxynaphtho[2,3‐b]furan 9 was obtained in 91% yield via the reductive methylation
of naphtho[2,3‐b]furan‐4,9‐dione 2. After treatment of 9 with butyllithium, the mixture was …

Reactions of 26-iodopseudodiosgenin and 26-iodopseudodiosgenone with various nucleophiles and pharmacological activities of the products

HJ Quan, J Koyanagi, K Hagiwara, XR Cui… - Chemical and …, 2006 - jstage.jst.go.jp
26-Iodopseudodiosgenin (8) and 26-iodopseudodiosgenone (9) were reacted with various
nucleophiles (KSCN, KOCN, NaCN, NaN3 and various amines) to give pseudodiosgenin …