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Multiple ciguatoxins present in Indian Ocean reef fish.
Toxicon. 2002 Sep; 40(9):1347-53.T

Abstract

Optimised gradient reversed-phase high-performance liquid chromatography electrospray ionisation mass spectrometry (LC/MS) methods, in combination with a [3H]-brevetoxin binding assay (RLB), revealed multiple ciguatoxins in a partially purified extract of a highly toxic Lutjanus sebae (red emperor) from the Indian Ocean. Two major ciguatoxins of 1140.6 Da (I-CTX-1 and -2) and two minor ciguatoxins of 1156.6 Da (I-CTX-3 and -4) were identified. Accurate mass analysis revealed that I-CTX-1 and -2 and Caribbean C-CTX-1 had indistinguishable masses (1140.6316 Da, at 0.44 ppm resolution). Toxicity estimated from LC/MS/RLB responses indicated that I-CTX-1 and -2 were both approximately 60% the potency of Pacific ciguatoxin-1 (P-CTX-1). In contrast to ciguatoxins of the Pacific where the more oxidised ciguatoxins are more potent, I-CTX-3 and -4 were approximately 20% of P-CTX-1 potency. Interconversion in dilute acid or on storage, typical of spiroketal and hemiketal functionality found in P-CTXs and C-CTXs, respectively, was not observed to occur between I-CTX-1 and -2. The ratio of CTX-1 and -2 varied depending on the fish extract being analysed. These results suggest that I-CTX-1 and -2 may arise from separate dinoflagellate precursors that may be oxidatively biotransformed to I-CTX-3 and -4 in fish.

Authors+Show Affiliations

Institute for Molecular Bioscience, The University of Queensland, St Lucia, Brisbane, Qld 4072, Australia.No affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

12220721

Citation

Hamilton, Brett, et al. "Multiple Ciguatoxins Present in Indian Ocean Reef Fish." Toxicon : Official Journal of the International Society On Toxinology, vol. 40, no. 9, 2002, pp. 1347-53.
Hamilton B, Hurbungs M, Jones A, et al. Multiple ciguatoxins present in Indian Ocean reef fish. Toxicon. 2002;40(9):1347-53.
Hamilton, B., Hurbungs, M., Jones, A., & Lewis, R. J. (2002). Multiple ciguatoxins present in Indian Ocean reef fish. Toxicon : Official Journal of the International Society On Toxinology, 40(9), 1347-53.
Hamilton B, et al. Multiple Ciguatoxins Present in Indian Ocean Reef Fish. Toxicon. 2002;40(9):1347-53. PubMed PMID: 12220721.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Multiple ciguatoxins present in Indian Ocean reef fish. AU - Hamilton,Brett, AU - Hurbungs,Mira, AU - Jones,Alun, AU - Lewis,Richard J, PY - 2002/9/11/pubmed PY - 2002/11/28/medline PY - 2002/9/11/entrez SP - 1347 EP - 53 JF - Toxicon : official journal of the International Society on Toxinology JO - Toxicon VL - 40 IS - 9 N2 - Optimised gradient reversed-phase high-performance liquid chromatography electrospray ionisation mass spectrometry (LC/MS) methods, in combination with a [3H]-brevetoxin binding assay (RLB), revealed multiple ciguatoxins in a partially purified extract of a highly toxic Lutjanus sebae (red emperor) from the Indian Ocean. Two major ciguatoxins of 1140.6 Da (I-CTX-1 and -2) and two minor ciguatoxins of 1156.6 Da (I-CTX-3 and -4) were identified. Accurate mass analysis revealed that I-CTX-1 and -2 and Caribbean C-CTX-1 had indistinguishable masses (1140.6316 Da, at 0.44 ppm resolution). Toxicity estimated from LC/MS/RLB responses indicated that I-CTX-1 and -2 were both approximately 60% the potency of Pacific ciguatoxin-1 (P-CTX-1). In contrast to ciguatoxins of the Pacific where the more oxidised ciguatoxins are more potent, I-CTX-3 and -4 were approximately 20% of P-CTX-1 potency. Interconversion in dilute acid or on storage, typical of spiroketal and hemiketal functionality found in P-CTXs and C-CTXs, respectively, was not observed to occur between I-CTX-1 and -2. The ratio of CTX-1 and -2 varied depending on the fish extract being analysed. These results suggest that I-CTX-1 and -2 may arise from separate dinoflagellate precursors that may be oxidatively biotransformed to I-CTX-3 and -4 in fish. SN - 0041-0101 UR - https://www.unboundmedicine.com/medline/citation/12220721/Multiple_ciguatoxins_present_in_Indian_Ocean_reef_fish_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0041010102001460 DB - PRIME DP - Unbound Medicine ER -