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Cephalochromin

BVT-0440-M001 1 mg INQ
BVT-0440-M005 5 mg INQ
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Product Data
Synonyms Cefalochromin; NSC201419; NSC627953; Antibiotic Sch45752; 2,2',3,3'-Tetrahydro-5,5',6,6',8,8'-hexahydroxy-2,2'-dimethyl-9,9'-bi[4H-naphtho[2,3-b]pyran]-4,4'-dione
Properties
Formula C28H22O10
MW 518.5
CAS 25908-26-3
Source/Host Isolated from Pseudoanguillospora sp. (strain 6577).
Purity ≥98% (HPLC)
Appearance Orange amorphous powder.
Solubility Soluble in DMSO, methanol, acetone or dichloromethane.
Identity Determined by 1H-NMR, MS and CD.
Origin Manufactured by BioViotica.
InChi Key FCPNXYHPAIZMNJ-UHFFFAOYSA-N
Product Type Chemical
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light when in solution.
Use/Stability Stable for at least 1 year after receipt when stored at -20°C. Store solutions at -20°C in the dark.
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Product Description

  • Mycotoxin. Bis(naphtha-γ-pyrone) derivative similar to chaetochromin and ustilaginoidin [1, 3].
  • Antibiotic [1].
  • Antibacterial, antifungal and anti-algal compound [1, 7].
  • Antitumor and cytotoxic compound [2].
  • Calmodulin-sensitive PDE activity inhibitor [4].
  • Inhibits NO production by activated macrophages [5].
  • Selective Fabl (bacterial enoyl-acyl carrier protein (ACP) reductase) inhibitor [6].
  • Inducer of G0/G1 cell cycle arrest and apoptosis in human A549 cells [8].

Product References

  1. Cephalochromin, dihydroiso-ustilaginoidin A and iso-ustilaginoidin A from Verticillium sp. K-113: M. Matsumoto, et al.; J. Antibiot. 28, 602 (1975)
  2. Cytotoxicity and antitumor activities of fungal bis(naphtho-gamma-pyrone) derivatives: K. Koyama, et al.; J. Pharmacobiodyn. 11, 630 (1988)
  3. The impairing effect of chaetochromin A and related mycotoxins on mitochondrial respiration: K. Kawai, et al.; Mycotoxins 33, 31-5 (1991)
  4. Sch 45752, an inhibitor of calmodulin-sensitive cyclic nucleotide phosphodiesterase activity: V.R. Hedge, et al.; J. Antibiot. 46, 207 (1993)
  5. Inhibitory effects of fungal bis(naphtho-γ-pyrone) derivatives on nitric oxide production by a murine macrophage-like cell line, RAW 264.7, activated by lipopolysaccharide and interferon-γ.: R. Ishii, et al.; Biol. Pharm. Bull. 28, 786 (2005)
  6. Cephalochromin, a FabI-directed antibacterial of microbial origin: C.J. Zheng, et al.; BBRC 362, 1107 (2007)
  7. Pseudoanguillosporin A and B: two new isochromans isolated from the edophytic fungus Pseudoanguillospora sp.: I. Kock, et al.; Eur. J. Org. Chem. 2009, 1427 (2009)
  8. Cephalochromin induces G0/G1 cell cycle arrest and apoptosis in A549 human non-small-cell lung cancer cells by inflicting mitochondrial disruption: C.-J. Hsiao, et al.; J. Nat. Prod. 77, 758 (2014)
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