Total Structures of Cryptophycins, Potent Antitumor Depsipeptides from the Blue-Green Alga Nostoc sp. Strain GSV 224

Golakoti, Trimurtulu; Ohtani, Ikuko I.; Patterson, Gregory M. L.; Moore, Richard E.; Corbett, Thomas H.; Valeriote, Frederick A.; Demchik, Lisa

doi:10.1021/ja00090a020

Cited by 290 publications

(204 citation statements)

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“…The cryptophycins are natural products isolated from cyanobacteria and have been found to be highly cytotoxic [1], having strong antifungal [2][3][4][5] and antitumor [6] activities. The structure of cryptophycin 1, the major cryptophycin extracted from Nostoc sp.…”

Section: Introductionmentioning

confidence: 99%

“…The structure of cryptophycin 1, the major cryptophycin extracted from Nostoc sp. GSV224 [6] is shown in Fig. 1.…”

Section: Introductionmentioning

confidence: 99%

“…1. This compound has antitumor activity against six tumors in vivo [6] and is much more effective against multidrug resistant strains of cell lines than vinblastine (VLB), colchicine, and paclitaxel [1].…”

Section: Introductionmentioning

confidence: 99%

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Interaction of cryptophycin 1 with tubulin and microtubules

et al. 1995

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The cryptophycins are newly discovered antimitotic agents isolated from the eyanobacterium Nostoc. Previous studies using cultured cells demonstrated that microtubules are the target of these compounds. We have studied the interaction of cryptophycin 1 with tubulin and microtubules in vitro. Cryptophycin 1 is an effective inhibitor of tubulin polymerization, causes tubulin to aggregate, and depolymerizes mierotubules to linear polymers somewhat similar to the spiral-like structures produced by the Vinca alkaloids. Cryptophyein I also inhibits vinblastine binding to tubulin but not colchicine binding. Thus, it appears that the cryptophycins may bind to the Vinca site in tubulio or to a site that overlaps with the Vinca site.

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Section: Introductionmentioning

confidence: 99%

“…The structure of cryptophycin 1, the major cryptophycin extracted from Nostoc sp. GSV224 [6] is shown in Fig. 1.…”

Section: Introductionmentioning

confidence: 99%

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Interaction of cryptophycin 1 with tubulin and microtubules

et al. 1995

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“…cryptophycins, dolastatins, curacin A) have, for example, been investigated with respect to anticancer activities (i.e. inhibition of cell-division; Trimurtulu et al, 1994;Verdier-Pinard et al, 1998;Luesch et al, 2001). Dinoflagellate toxins (e.g.…”

Section: Fig 1 Modular Non-ribosomal Peptide Synthetase (Nrps)/polymentioning

confidence: 99%

Marine and Freshwater Microalgae as a Potential Source of Novel Herbicides

Berry¹

2011

Herbicides and Environment

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“…For example, the anticancer agents cryptophycins were isolated from cyanobacteria [5][6][7]. Cryptophycin-52, which is an analogue of the cryptophycin-1 has successfully completed Phase II clinical trials as an anti-tumor agent [7][8][9][10]. Dolastatin-10 is a modified pentapeptide isolated from Dolabella auricularia and Lyngbya majuscula, which is also in clinical trials as an anti-tumor agent [11].…”

Section: Introductionmentioning

confidence: 99%

In vitro and in vivo toxicity evaluation of the freshwater cyanobacterium Heteroleiblenia kuetzingii

et al. 2013

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Cyanobacteria are prokaryotic organisms characterized by their ability to produce secondary metabolites with different biological activities. The aim of this work was to evaluate the in vitro and in vivo toxicity of the cosmopolitan freshwater cyanobacterium H. kuetzingii. An extract from H. kuetzingii and cyanobacterial growth media were assessed for presence of intracellular and extracellular toxins by in vitro tests using primary cell cultures from mouse kidney and fibroblasts, cell lines A549 and 3T3, a fish cell line RTgill-W1 as well as by a traditional in vivo mouse bioassay. The presence of toxicity was compared with the ELISA and HPLC data for corresponding cyanotoxins. In vitro tests showed pronounced cytotoxicity of the cyanobacterium extract and growth medium in which H. kuetzingii released potential extracellular toxic compounds as the mammalian cells were significantly more sensitive to exposure compared to the fish cells. Histopathological analyses of the liver and kidneys of treated mice showed pathological changes such as leukocyte infiltration and necrosis, changes in the proximal and distal convoluted tubules, lack of differentiation of Bowman's space, enlarged Bowman's capsules and massive hemorrhages. ELISA and HPLC analyses confirmed the presence of saxitoxins and microcystins at low concentrations. In addition, the histological analyses suggest that H. kuetzingii produces other, yet unknown toxic metabolites. Monitoring efforts are therefore required to evaluate the potential hazard for the freshwater aquatic systems and possible public health implications associated with this cyanobacterium.

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Total Structures of Cryptophycins, Potent Antitumor Depsipeptides from the Blue-Green Alga Nostoc sp. Strain GSV 224

Cited by 290 publications

References 1 publication

Interaction of cryptophycin 1 with tubulin and microtubules

Interaction of cryptophycin 1 with tubulin and microtubules

Marine and Freshwater Microalgae as a Potential Source of Novel Herbicides

In vitro and in vivo toxicity evaluation of the freshwater cyanobacterium Heteroleiblenia kuetzingii

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