A fungal metabolite with anticancer activity
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Tryptoquivaline D

Item No. 33531

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2S,2′S,4R,9′aS)-4-[2-[(1S)-1-(acetyloxy)-2-methylpropyl]-4-oxo-3(4H)-quinazolinyl]-1′,3,4,9′a-tetrahydro-1′-hydroxy-2′-methyl-spiro[furan-2(5H),9′-[9H]imidazo[1,2-a]indole]-3′,5(2′H)-dione
CAS Number
60676-56-4
Synonyms
  • Nortryptoquivaline
  • NSC 292204
Molecular Formula
C28H28N4O7
Formula Weight
532.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Soluble
SMILES
ON1[C@@]2([H])[C@]3(C[C@](N4C(C5=CC=CC=C5N=C4[C@H](C(C)C)OC(C)=O)=O)([H])C(O3)=O)C6=CC=CC=C6N2C([C@@H]1C)=O
InChi Code
InChI=1S/C28H28N4O7/c1-14(2)22(38-16(4)33)23-29-19-11-7-5-9-17(19)25(35)30(23)21-13-28(39-26(21)36)18-10-6-8-12-20(18)31-24(34)15(3)32(37)27(28)31/h5-12,14-15,21-22,27,37H,13H2,1-4H3/t15-,21+,22-,27-,28-/m0/s1
InChi Key
HHNRKSWQUGTUBV-PEYHEJLLSA-N
Origin
Fungi/Aspergillus fumigatus
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 µg

    $214

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    1 mg

    $765

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    Cayman Chemical
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    Product Description

    Tryptoquivaline D is a fungal metabolite that has been found in Neosartorya siamensis and has anticancer activity.1,2 It induces nuclear chromatin condensation, a marker of apoptosis, in HCT116 colon and HepG2 liver cancer cells when used at a concentration of 150 µM.1 Tryptoquivaline D (1-100 µM), alone or in combination with doxorubicin (Item No. 15007), reduces the viability of A549 lung cancer cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Prata-Sena, M., Ramos, A.A., Buttachon, S., et al. Cytotoxic activity of secondary metabolites from marine-derived fungus Neosartorya siamensis in human cancer cells. Phytother. Res. 30(11), 1862-1871 (2016).

    2. Ramos, A.A., Castro-Carvalho , B., Prata-Sena, M., et al. Can marine-derived fungus Neosartorya siamensis KUFA 0017 extract and its secondary metabolites enhance antitumor activity of doxorubicin? An in vitro survey unveils interactions against lung cancer cells. Environ. Toxicol. 35(4), 507-517 (2020).