(+)-Staurosporine

Structure

• InChI=1S/C28H26N4O3/c1-28-26(34-3)17(29-2)12-20(35-28)31-18-10-6-4-8-14(18)22-23-16(13-30-27(23)33)21-15-9-5-7-11-19(15)32(28)25(21)24(22)31/h4-11,17,20,26,29H,12-13H2,1-3H3,(H,30,33)/t17-,20-,26-,28+/m1/s1
• InChIKey=HKSZLNNOFSGOKW-FYTWVXJKSA-N

Synonyms

• AM-2282
• Antibiotic 230
• Antibiotic AM 2282
• CGP 39360
• Staurosporin
• Staurosporin
• Staurosporine

Origin

Actinomycete N96C-47
Lentzea albida

Biological activities

Broad kinase inhibition

Therapeutic

Anticancer
Antifungal

Target

Protein kinases

Assay information

Inhibition of several kinds of protein kinases (IC₅₀ [nM]): protein kinase C (2.7), protein kinase A (22), protein kinase G (8.5), tyrosine kinase (6.4), myosin light chain kinase (5), cdc2 (4)
Cytotoxicity (IC₅₀ [μM]): HeLa S3 cells (0.28)
Antibacterial activity (MIC [μg/ml]): C. albicans (6.25), A. fumigatus (12.5)

References

• Tet. Lett., 40: 7171-7174 (1999)
• Omura S, Sasaki Y, Iwai Y, Takeshima H
  Staurosporine, a potentially important gift from a microorganism.
  J Antibiot, 48(7): 535-548 (1995)  7649849
• Tamaoki T, Nomoto H, Takahashi I, Kato Y, Morimoto M, Tomita F
  Staurosporine, a potent inhibitor of phospholipid/Ca++dependent protein kinase.
  Biochem Biophys Res Commun, 135(2): 397-402 (1986)  3457562
• Omura S, Iwai Y, Hirano A, Nakagawa A, Awaya J, Tsuchya H, Takahashi Y, Masuma R
  A new alkaloid AM-2282 OF Streptomyces origin. Taxonomy, fermentation, isolation and preliminary characterization.
  J Antibiot, 30(4): 275-282 (1977)  863788