Inhibitory Activity on TRP Receptors of Pentacyclic Alkaloids from the Fungus Haliclona (Gellius) sp.

Ogurtsova, E. K.; Makarieva, Tatyana N.; Guzii, Alla G.; Dmitrenok, Pavel S.; Денисенко, В. А.; Krasokhin, Vladimir B.; Korolkova, Yu. V.; Andreev, Yaroslav A.; Мошарова, И. В.; Grishin, Eugene V.

doi:10.1007/s10600-015-1243-6

Cited by 2 publications

(5 citation statements)

References 18 publications

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“…Earlier we showed that haliclonadiamine and pulchnanin A moderately inhibited rTRPA1 (EC 50 86.69 and 174.25 µM, respectively) [27]. …”

Section: Resultsmentioning

confidence: 99%

“…To date, only a few marine natural products have been reported as modulators of TRP receptors [ 9 , 10 , 12 , 27 ]. The most active of the published marine alkaloids are haliclonadiamine, the pentacyclic alkaloid from the tropical sponge Haliclona ( Chalinidae ) [ 27 ], and pulchranin A, the acyclic guanidine alkaloid from the far-eastern sponge M. pulchra [ 9 ]. Their inhibitory activity against rTRPV1 determined in the same test system was similar to that of urupocidin A ( 2 ) (EC 50 19.90 and 27.49 µM for haliclonadiamine and pulchranin A, respectively).…”

Section: Resultsmentioning

confidence: 99%

“…Neither monanchomycalin B ( 1 ) nor urupocidin A ( 2 ) and its derivatives ( 3 and 4 ) possessed activity on rTRPA1 in contrast to the previously described marine alkaloids which did not have such selectivity of action. Earlier we showed that haliclonadiamine and pulchnanin A moderately inhibited rTRPA1 (EC 50 86.69 and 174.25 µM, respectively) [ 27 ].…”

Section: Resultsmentioning

confidence: 99%

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Marine Cyclic Guanidine Alkaloids Monanchomycalin B and Urupocidin A Act as Inhibitors of TRPV1, TRPV2 and TRPV3, but not TRPA1 Receptors

et al. 2017

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Abstract:Marine sponges contain a variety of low-molecular-weight compounds including guanidine alkaloids possessing different biological activities. Monanchomycalin B and urupocidin A were isolated from the marine sponge Monanchora pulchra. We found that they act as inhibitors of the TRPV1, TRPV2, and TRPV3 channels, but are inactive against the TRPA1 receptor. Monanchomycalin B is the most active among all published marine alkaloids (EC 50 6.02, 2.84, and 3.25 µM for TRPV1, TRPV2, and TRPV3, correspondingly). Moreover, monanchomycalin B and urupocidin A are the first samples of marine alkaloids affecting the TRPV2 receptor. Two semi-synthetic urupocidin A derivatives were also obtained and tested against TRP (Transient Receptor Potential) receptors that allowed us to collect some data concerning the structure-activity relationship in this series of compounds. We showed that the removal of one of three side chains or double bonds in the other side chains in urupocidin A led to a decrease of the inhibitory activities. New ligands specific to the TRPV subfamily may be useful for the design of medicines as in the study of TRP channels biology.

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“…Earlier we showed that haliclonadiamine and pulchnanin A moderately inhibited rTRPA1 (EC 50 86.69 and 174.25 µM, respectively) [27]. …”

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Marine Cyclic Guanidine Alkaloids Monanchomycalin B and Urupocidin A Act as Inhibitors of TRPV1, TRPV2 and TRPV3, but not TRPA1 Receptors

et al. 2017

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“…For example, inhibition an rTRPV1 receptor was discovered for haliclonadiamine (isolated from sponge Haliclona sp.) [50] and antimicrobial activity were determined for a number of metabolites of gorgonian coral species. [72] Thus, the chemical diversity of Vietnamese microand macroorganism low-molecular weight metabolites was almost unexplored before 2004.…”

Section: Discussionmentioning

confidence: 99%

“…Haliclonadiamine (129) showed more significant inhibition of the rTRPV1 receptor activity than did the first known low-molecular weight inhibitor of marine origin, pulhranin A. [50,51] Cnidarians Two sesquiterpenoids, 11-formyllinderazulene (130) and ketolactone (131), were isolated from the ethanol extract of the gorgonian Eunicea sp. collected at a depth of 12 m (12°32.8 N, 109°23.7 E).…”

Section: Microfilamentous Fungimentioning

confidence: 99%

Achievements in the Study of Marine Low‐Molecular Weight Biologically Active Metabolites from the Vietnamese Territorial Waters as a Result of Expeditions aboard the Research Vessel ‘Akademik Oparin’ (2004–2017)

Yurchenko

Minh

et al. 2019

Chemistry & Biodiversity

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Until 2004, the secondary metabolites of marine organisms of the Vietnamese territorial waters had been studied very poorly. Only four new compounds were isolated from 1977 to 2003. Joint Russian‐Vietnamese expeditions aboard the research vessel ‘Akademik Oparin’ made it possible to study in detail the chemical diversity of marine micro‐ and macroorganisms. As a result of five expeditions, more than 250 low‐molecular weight natural compounds, including 117 new metabolites, were isolated from marine invertebrates and microfilamentous fungi. Their biological activities, such as cytotoxic, cytoprotective, and antioxidant activities, were investigated. Information about the structure and biological activity of the compounds, the source for their isolation and the geographical location of the objects is summarized in this review.

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Inhibitory Activity on TRP Receptors of Pentacyclic Alkaloids from the Fungus Haliclona (Gellius) sp.

Cited by 2 publications

References 18 publications

Marine Cyclic Guanidine Alkaloids Monanchomycalin B and Urupocidin A Act as Inhibitors of TRPV1, TRPV2 and TRPV3, but not TRPA1 Receptors

Marine Cyclic Guanidine Alkaloids Monanchomycalin B and Urupocidin A Act as Inhibitors of TRPV1, TRPV2 and TRPV3, but not TRPA1 Receptors

Achievements in the Study of Marine Low‐Molecular Weight Biologically Active Metabolites from the Vietnamese Territorial Waters as a Result of Expeditions aboard the Research Vessel ‘Akademik Oparin’ (2004–2017)

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