Pyrrospirones A and B, apoptosis inducers in HL-60 cells, from an endophytic fungus, Neonectria ramulariae Wollenw KS-246

Yoshihito Shiono; Keiko Shimanuki; Fuminori Hiramatsu; Takuya Koseki; Murayama Tetsuya; Nozomi Fujisawa; Ken-ichi Kimura

doi:10.1016/j.bmcl.2008.10.032

Pyrrospirones A and B, apoptosis inducers in HL-60 cells, from an endophytic fungus, Neonectria ramulariae Wollenw KS-246

Bioorg Med Chem Lett. 2008 Dec 1;18(23):6050-3. doi: 10.1016/j.bmcl.2008.10.032. Epub 2008 Oct 11.

Authors

Yoshihito Shiono¹, Keiko Shimanuki, Fuminori Hiramatsu, Takuya Koseki, Murayama Tetsuya, Nozomi Fujisawa, Ken-ichi Kimura

Affiliation

¹ Department of Bioresource Engineering, Faculty of Agriculture, Yamagata University, Wakabamachi 1-23, Tsuruoka, Yamagata 997-8555, Japan. yshiono@tds1.tr.yamagata-u.ac.jp

PMID: 18952424
DOI: 10.1016/j.bmcl.2008.10.032

Abstract

Pyrrospirones A and B have been isolated from unpolished rice cultures of the endophytic fungus Neonectria ramulariae Wollenw KS-246. Their absolute stereostructures (1 and 2) were elucidated through spectroscopic methods using 1D and 2D NMR techniques and chemical transformations, including the modified Mosher's method. The compounds exhibited cytotoxicity and induced apoptosis in human promyelocytic leukemia HL-60 cells.

MeSH terms

Alkaloids / chemistry
Alkaloids / isolation & purification*
Alkaloids / pharmacology*
Antineoplastic Agents / chemistry
Antineoplastic Agents / isolation & purification*
Antineoplastic Agents / pharmacology*
Apoptosis / drug effects
Drug Screening Assays, Antitumor
HL-60 Cells
Humans
Hypocreales / chemistry*
Japan
Molecular Structure
Oryza / microbiology
Spiro Compounds / chemistry
Spiro Compounds / isolation & purification*
Spiro Compounds / pharmacology*

Substances

Alkaloids
Antineoplastic Agents
Spiro Compounds
pyrrospirone A
pyrrospirone B