K252a

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K252a
(+)-K252a.svg
(+)-K252a 1R0P.png
Names
IUPAC name
(9S-(9α,10β,12α))-2,3,9,10,11,12-hexahydro-10-hydroxy-10-(methoxycarbonyl)-9-methyl-9,12-epoxy-1H-diindolo[1,2,3-fg:3',2',1'-kl]pyrrolo[3,4-i][1,6]benzodiazocin-1-one
Identifiers
99533-80-9 N
ChEMBL ChEMBL281948 N
ChemSpider 2299962 N
336
PubChem 3035817
UNII IV7H45AM5B YesY
  • InChI=1S/C27H21N3O5/c1-26-27(33,25(32)34-2)11-18(35-26)29-16-9-5-3-7-13(16)20-21-15(12-28-24(21)31)19-14-8-4-6-10-17(14)30(26)23(19)22(20)29/h3-10,18,33H,11-12H2,1-2H3,(H,28,31)/t18?,26-,27-/m1/s1 YesY
    Key: KOZFSFOOLUUIGY-CYBHFKQVSA-N YesY
Properties[1]
C27H21N3O5
Molar mass 467.48 g·mol−1
Solubility in other solvents Soluble in DMSO, dichloromethane, and methanol
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

K252a is an alkaloid isolated from Nocardiopisis sp. soil fungi. This staurosporine analog is a highly potent cell permeable inhibitor of CaM kinase and phosphorylase kinase (IC50 = 1.8 and 1.7 nmol/L, respectively). At higher concentrations it is also an efficient inhibitor of serine/threonine protein kinases (IC50 of 10 to 30 nmol/L).[2][3][4][5][6][7][8][9]

K252a is reported to promote myogenic differentiation in C2 mouse myoblasts[6] and has been shown to block the neuronal differentiation of rat pheochromocytoma PC12 cells by inhibition of trk tyrosine kinase activity.[10]

K252a has been reported in preclinical research as a potential treatment for psoriasis.[citation needed]

K252a inhibits tyrosine phosphorylation of Trk A induced by NGF. PC12 cells were incubated in the presence or absence of 10 ng/ml NGF with or without various concentrations of K252a.

See also

References

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Further reading

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  1. ↑ K252a from Fermentek
  2. ↑ Ruegg, U.T. et al. (1989) Tips 10, 218.
  3. ↑ Eliot, L.H. et al. (1990) B.B.R.C. 171, 148.
  4. ↑ Simpson, D.l. et al. (1991) J. Neurosci. Res, 28, 148.
  5. ↑ Chin, L.S. et al. (1999) Cancer Invest. 17, 391.
  6. ↑ 6.0 6.1 Tapley, P. et al. (1992) Oncogene 7, 371.
  7. ↑ Hashimoto, S. (1998) J. Cell Biol. 107, 1531.
  8. ↑ Kase, H. et al. (1987) B.B.R.C. 142, 436.
  9. ↑ Hirayama E. et al. (2001) B.B.R.C. 285, 1237.
  10. ↑ Borasio, G.D. Neurosci. Lett. (1990) 108, 207.
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