Sarcophine

CHF 130.00
In stock
BVT-0305-M0022 mgCHF 130.00
BVT-0305-M01010 mgCHF 520.00
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Product Details
Synonyms NSC250434
Product Type Chemical
Properties
Formula

C20H28O3

MW 316.4
CAS 55038-27-2
Source/Host Chemicals Isolated from Sarcophyton glaucum.
Purity Chemicals ≥97% (HPLC)
Appearance White to off-white solid.
Solubility Soluble in methanol or dichloromethane.
Identity Determined by 1H-NMR.
Declaration Manufactured by BioViotica.
InChi Key CGAKBBMRMLAYMY-YRWNJAEKSA-N
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.
After reconstitution protect from light at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
  • Marine cembranoid diterpene.
  • Anticancer agent.
  • Inhibits in vivo skin carcinogenesis induced by NOR-1 and TPA. 
  • Decreases membrane permeability towards Ca2+, increases degradation of PLA and PLC and decreases levels of COX-2, inhibiting the tumor formation in melanoma models. 
  • Cell migration inhibitor in selected cancer cell lines. 
  • May be a phosphofructokinase inhibitor.
  • Acetylcholine esterase and ATPase inhibitor.
  • Ichthyotoxin.
  • Tumorigenesis and JB6 cell transformation inhibitor.
Product References
  1. Sarcophine, a new epoxy cembranolide from marine origin: J. Bernstein, et al.; Tetrahedron 30, 2817 (1974)
  2. Sarcophine - a new toxin from the soft coral Sarcophyton glaucum (Alcyonaria): I. Neeman, et al.; Toxicon 12, 593 (1974)
  3. Inhibition of phosphofructokinase by the toxic cembranolide sarcophine isolated from the soft-bodied coral Sarcophyton glaucum: A. Erman & I. Neéman; Toxicon 15, 207 (1977)
  4. Structurally novel boconversion products of the marine natural product sarcophine effectively inhibit JB6 cell transformation: K.A. El Sayed, et al.; J. Org. Chem. 63, 7449 (1998)
  5. Biocatalytic and antimetastatic studies of the marine cembranoids sarcophine and 2-epi-16-deoxysarcophine: S.S. Sawant, et al.; J. Nat. Prod. 69, 1010 (2006)
  6. Cembranoid diterpenes and a briarane diterpene from corals: D. Grote, et al.; Nat. Prod. Res. 20, 285 (2006)
  7. Anti-proliferative potential of sarcophine and its semi-synthetic sulfur-containing derivatives against human mammary carcinoma cell lines: J.M. Arif, et al.; J. Nat. Med. 61, 154 (2007)
  8. HPLC method for the quantitative determination of sarcophine, a source of cembranoids with cancer chemopreventive activity: S.S. Bilasy, et al.; J. Pharm. Biomed. Anal. 46, 784 (2008)
  9. New cembranoid diterpenes from the Vietnamese soft coral Sarcophyton mililatensis stimulate osteoblastic differentiation in MC3T3-E1 cells: N.X. Cuong, et al.; Chem. Pharm. Bull. (Tokyo) 56, 988 (2008)
  10. Semisynthetic analogues of the marine cembranoid sarcophine as prostate and breast cancer migration inhibitors: H.M. Hassan, et al.; Bioorg. Med Chem. 19, 2625 (2011)
  11. Chemopreventive effect of sarcophine-diol on NOR-1-induced TPA-promoted skin carcinogenesis in female HOS: HR-1 mice: P.T. Szymanski, et al.; Nat. Prod. Commun. 8, 153 (2013)
  12. Evaluation of the anti-melanoma activities of sarcophine, (+)-7α,8β-dihydroxydeepoxysarcophine and sarcophytolide from the red sea soft coral Sarcophyton glaucum: P.T. Szymanski, et al.; Nat. Prod. Commun. 9, 151 (2014)
  13. The bioactive natural products and biological activities of the red sea soft coral sarcophyton: a review: T.A. Hussien & T.A. Mohamed; Res. J. Pharm. Biol. Chem. Sci. 6, 1301 (2015)
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