Cycloprodigiosin hydrochloride, a H + /Cl − symporter, induces apoptosis in human breast cancer cell lines

Yamamoto, Daigo; Kiyozuka, Yasuhiko; Uemura, Yoshiko; Yamamoto, Chizuko; Takemoto, Hiroto; Hirata, Hajime; Tanaka, Kanji; Hioki, Koshiro; Tsubura, Airo

doi:10.1007/s004320050032

Cited by 59 publications

(39 citation statements)

References 24 publications

(33 reference statements)

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“…2 Prodigiosin also induces apoptosis in cells derived from other human tumors. 3,4 Cycloprodigiosin, another member of the prodigiosin family, induces apoptosis in various cancer cell lines including acute human T-cell leukemia, 17 promyelocytic leukemia, 18 human and rat hepatocellular cancer, 19 human breast cancer, 20 and TNF-stimulated human cervix carcinoma (HeLa). 21 The National Cancer Institute (Bethesda) has also shown that prodigiosin has an average IC 50 of 2.1 mM against a panel of 57 different human cancer cell lines (this information is available on the Internet at www.dtp.nci.nih.gov the NSC number for prodigiosin is 47147-F).…”

Section: Discussionmentioning

confidence: 99%

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Prodigiosin induces apoptosis of B and T cells from B-cell chronic lymphocytic leukemia

et al. 2003

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We have previously reported that prodigiosin (2-methyl-3-pentyl-6-methoxyprodigiosene) induces apoptosis in human hematopoietic cancer cell lines with no marked toxicity in nonmalignant cell lines. In this study, we demonstrate that prodigiosin induces apoptosis of B-cell chronic lymphocytic leukemia (B-CLL) cells (n ¼ 32 patients). The dose-response for the cytotoxic effect of prodigiosin was analyzed in cells from 12 patients showing an IC 50 of 116725 nM. Prodigiosin induced apoptosis of B-CLL cells through caspase activation. We also analyzed the cytotoxic effect of prodigiosin in T cells from B-CLL samples and no differences were observed with respect to leukemia cells. This is the first report showing that prodigiosin induces apoptosis in human primary cancer cells.

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Section: Discussionmentioning

confidence: 99%

“…This activity has been implicated in cycloprodigiosin-induced apoptosis because imidazole inhibits both acidification and apoptosis in different human cancer cell lines. [18][19][20] The role of cytoplasmic acidification in the apoptosis of B-CLL cells will be analyzed in the future.…”

Section: Prodigiosin Induces Apoptosis Of B-cll Cellsmentioning

confidence: 99%

Prodigiosin induces apoptosis of B and T cells from B-cell chronic lymphocytic leukemia

et al. 2003

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“…However, some prodiginines have recently proven to have apoptotic action against a variety of cancer cell lines, including hepatocellular carcinoma (for which there is currently no effective treatment); though the extent of healthy cell DNA damage and cyctotoxicity have not been fully explored. 84,96 Scheme 9: The biosynthetic pathway of streptorubin B in Streptomyces Coelicolor A3(2).…”

Section: Streptorubin B: a Recently Synthesized Antibiotic From Red Pmentioning

confidence: 99%

A twist of nature – the significance of atropisomers in biological systems

2015

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. (2015). A twist of nature-the significance of atropisomers in biological systems. Natural Product Reports: a journal of current development in bioorganic chemistry, 32 (11), 1562-1583. A twist of nature-the significance of atropisomers in biological systems AbstractRecently identified natural atropisomeric compounds with potential medicinal applications are presented. The ability of natural receptors to possess differential binding between atropisomers is an important factor when considering active and inactive atropisomeric drugs, and has required the development of new techniques for atropselective synthesis of desired targets. Advances in this field therefore have significant relevance to modern pharmaceutical and medicinal chemistry. The atropisomeric natural products discussed include hibarimicinone, flavomannins, talaromannins, viriditoxin, rugulotrosin A, abyssomicin C, marinopyrroles, dixiamycins, streptorubin B, ustiloxins A-F, haouamine A, bisnicalaterines, and tedarene B, all of which show significant potential as leads in antibiotic, antiviral and anticancer studies. The importance for the development of common practices regarding atropisomer recognition and classification is also emphasized. AbstractRecently identified natural atropisomeric compounds with potential medicinal applications are presented. The ability of natural receptors to possess differential binding between atropisomers is an important factor when considering active and inactive atropisomeric drugs, and has required the development of new techniques for atropselective synthesis of desired targets. Advances in this field therefore have significant relevance to modern pharmaceutical and medicinal chemistry. The atropisomeric natural products discussed include hibarimicinone, flavomannins, talaromannins, viriditoxin, rugulotrosin A, abyssomicin C, marinopyrroles, dixiamycins, streptorubin B, ustiloxins A-F, haouamine A, bisnicalaterines, and tedarene B, all of which show significant potential as leads in antibiotic, antiviral and anticancer studies. The importance for the development of common practices regarding atropisomer recognition and classification is also emphasized.

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“…In HL-60 cells, cycloprodigiosin HCl (300 nM) triggered apoptosis in 20% of the cells and differentiation in 60% of the cells [77]. The ability of cycloprodigiosin HCl to induce apoptosis was also observed in human hepatocellular carcinoma cell lines [78], breast cancer cell lines [79], and colon cancer cell lines [80]. Microcolin A is a lipopeptide first isolated from a Venezuelan cyanobacteria Lyngbya majuscula [81].…”

Section: Apoptosismentioning

confidence: 99%

Mechanism Targeted Discovery of Antitumor Marine Natural Products

Nagle¹,

Zhou²,

Mora³

et al. 2004

Current Medicinal Chemistry

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Antitumor drug discovery programs aim to identify chemical entities for use in the treatment of cancer. Many strategies have been used to achieve this objective. Natural products have always played a major role in anticancer medicine and the unique metabolites produced by marine organisms have increasingly become major players in antitumor drug discovery. Rapid advances have occurred in the understanding of tumor biology and molecular medicine. New insights into mechanisms responsible for neoplastic disease are significantly changing the general philosophical approach towards cancer treatment. Recently identified molecular targets have created exciting new means for disrupting tumor-specific cell signaling, cell division, energy metabolism, gene expression, drug resistance, and blood supply. Such tumor-specific treatments could someday decrease our reliance on traditional cytotoxicity-based chemotherapy and provide new less toxic treatment options with significantly fewer side effects. Novel molecular targets and state-of-the-art molecular mechanism-based screening methods have revitalized antitumor research and these changes are becoming an ever-increasing component of modern antitumor marine natural products research. This review describes marine natural products identified using tumor-specific mechanism-based assays for regulators of angiogenesis, apoptosis, cell cycle, macromolecule synthesis, mitochondrial respiration, mitosis, multidrug efflux, and signal transduction. Special emphasis is placed on natural products directly discovered using molecular mechanism-based screening.

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Cycloprodigiosin hydrochloride, a H + /Cl − symporter, induces apoptosis in human breast cancer cell lines

Cited by 59 publications

References 24 publications

Prodigiosin induces apoptosis of B and T cells from B-cell chronic lymphocytic leukemia

Prodigiosin induces apoptosis of B and T cells from B-cell chronic lymphocytic leukemia

A twist of nature – the significance of atropisomers in biological systems

Mechanism Targeted Discovery of Antitumor Marine Natural Products

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