A xanthone polyketide with immunosuppressant activity
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Sydowinin B

Item No. 31670

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,8-dihydroxy-6-(hydroxymethyl)-9-oxo-9H-xanthene-1-carboxylic acid, methyl ester
CAS Number
58450-00-3
Synonyms
  • MS-347b
Molecular Formula
C16H12O7
Formula Weight
316.3
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
O=C(C(C(O)=CC=C1OC2=CC(CO)=CC(O)=C23)=C1C3=O)OC
InChi Code
InChI=1S/C16H12O7/c1-22-16(21)13-8(18)2-3-10-14(13)15(20)12-9(19)4-7(6-17)5-11(12)23-10/h2-5,17-19H,6H2,1H3
InChi Key
SSBSKLSIZKVBFF-UHFFFAOYSA-N
Origin
Fungus/Aspergillus sydowii
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    250 µg

    $202

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    1 mg

    $717

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    Product Description

    Sydowinin B is a xanthone polyketide that has been found in A. sydowii and has immunosuppressant activity.1 It inhibits LPS- or concanavalin A-induced proliferation of isolated mouse splenic lymphocytes (IC50s = 19.2 and 20.8 µg/ml, respectively).2 Sydowinin B inhibits superoxide generation in, and elastase release from, isolated human neutrophils induced by cytochalasin B (Item No. 11328) and N-Formyl-Met-Leu-Phe (fMLF; Item No. 21495) with IC50 values of 21.2 and 12.62 µM, respectively.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hamasaki, T., Sato, Y., and Hatsuda, Y. Structure of sydowinin A, sydowinin B, and sydowinol, metabolites from Aspergillus sydowi. Agr. Biol. Chem. 39(12), 2341-2345 (1975).

    2. Liu, H., Chen, S., Liu, W., et al. Polyketides with immunosuppressive activities from mangrove endophytic fungus Penicillium sp. ZJ-SY2. Mar. Drugs 14(12), 217 (2016).

    3. Chung, Y.-M., Wei, C.-K., Chuang, D.-W., et al. An epigenetic modifier enhances the production of anti-diabetic and anti-inflammatory sesquiterpenoids from Aspergillus sydowii. Bioorg. Med. Chem. 21(13), 3866-3872 (2013).