New marine natural products, pulchranins B and C (2 and 3), were isolated from the marine sponge Monanchora pulchra and their structures were established using NMR and MS analysis. Compounds 2 and 3 were moderately active as inhibitors of TRPV1 (EC50 value of 95 and 183 μM, respectively) and less potent against TRPV3 and TRPA1 receptors.
GuziiA.G., MakarievaT.N., DenisenkoV.A., DmitrenokP.S., KuzmichA.S., DyshlovoyS.A., KrasokhinV.B., StonikV.A. (2010) Monanchocidin: a new apoptosis-inducing polycyclic guanidine alkaloid from the marine sponge Monanchora pulchra. Organic Letters, 12, 4292–4295.
6.
MakarievaT.N., TabakmaherK.M., GuziiA.G., DenisenkoV.A., DmitrenokP.S., ShubinaL.K., KuzmichA.S., LeeH.S., StonikV.A. (2011) Monanchocidins B-E: polycyclic guanidine alkaloids with potent antileukemic activities from the sponge Monanchora pulchra. Journal of Natural Products, 74, 1952–1958.
7.
MakarievaT.N., TabakmaherK.M., GuziiA.G., DenisenkoV.A., DmitrenokP.S., KuzmichA.S., LeeH.S., StonikV.A. (2012) Monanchomycalins A and B, unusual guanidine alkaloids from the sponge Monanchora pulchra. Tetrahedron Letters, 53, 4228–4231.
8.
GuziiA.G., MakarievaT.N., KorolkovaY.V., AndreevY.A., MosharovaI.V., TabakmaherK.M., DenisenkoV.A., DmitrenokP.S., OgurtsovaE.K., AntonovA.S., LeeH.S., GrishinE.V. (2013) Pulchranin A, isolated from the Far-Eastern marine sponge, Monanchora pulchra: the first marine non-peptide inhibitor of TRPV-1 channels. Tetrahedron Letters, 54, 1247–1250.
9.
AppletonD.R., SewellM.A., BerridgeM.V., CoppB.R. (2002) A new biologically active malyngamide from a New Zealand collection of the sea hare Bursatella leachii. Journal of Natural Products, 65, 630–631.
10.
PraudA., VallsR., PiovettiL., BanaigsB. (1993) Malyngamide G: proposition de structure pour un nouvel amide chlored'une algue blew-verte epiphyte de Cystoseiru crinita. Tetrahedron Letters, 34, 5437–5440.
11.
CardellinaJ.H.II, DalietosD., MarnerF.J., MynderseJ.S., MooreR.E. (1978) (-)-Trans–7(S)-methoxytetradec-4-enoic acid and related amides from the marine cyanophyte Lyngbya majuscula. Phytochemistry, 17, 2091–2095.
12.
GerwickW.H., TanL.T., SitachittaN. (2001) Alkaloids.Academic Press, New York, 57, 75–184.
13.
HedingA., EllingC.E., SchwartzT.W. (2002) Novel method for the study of receptor Ca2+ signalling exemplified by the NK1 receptor. Journal of Receptor and Signal Transduction Research, 22, 241–252.