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BioViotica
Sarcophine
115
CHF
CHF 115.00
In stock
BVT-0305-M0022 mgCHF 115.00
BVT-0305-M01010 mgCHF 475.00
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 |
Smiles | [H][C@@]12OC(=O)C(C)=C1CC\C(C)=C\CC[C@]1(C)O[C@H]1CCC(C)=C2 |
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 |
Description
- 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
- Sarcophine, a new epoxy cembranolide from marine origin: J. Bernstein, et al.; Tetrahedron 30, 2817 (1974)
- Sarcophine - a new toxin from the soft coral Sarcophyton glaucum (Alcyonaria): I. Neeman, et al.; Toxicon 12, 593 (1974)
- Inhibition of phosphofructokinase by the toxic cembranolide sarcophine isolated from the soft-bodied coral Sarcophyton glaucum: A. Erman & I. Neéman; Toxicon 15, 207 (1977)
- 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)
- 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)
- Cembranoid diterpenes and a briarane diterpene from corals: D. Grote, et al.; Nat. Prod. Res. 20, 285 (2006)
- 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)
- 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)
- 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)
- 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)
- 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)
- 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)
- 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)