Assessing the drug-likeness of lamellarins, a marine-derived natural product class with diverse oncological activities

Chittchang, Montakarn; Gleeson, M. Paul; Ploypradith, Poonsakdi; Ruchirawat, Somsak

doi:10.1016/j.ejmech.2010.01.053

Cited by 27 publications

(30 citation statements)

References 49 publications

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“…Overall, they identified formation of an intermolecular 30 hydrogen bond, and the hydrophobic interactions of substituents at C10, C11 and C12, as the most important features for cytotoxicity against the cancer cells. 12 For example, the monoPEG 15a is up to 80-times more soluble in water than Lam-D.…”

Section: 29mentioning

confidence: 99%

“…Efforts towards Lamellarin synthesis have vastly benefited 30 from Pd(0) catalyzed cross-coupling chemistry-namely, the Heck, Negishi and Suzuki reactions. Recently reported methodologies for these compounds using this chemistry are described below.…”

Section: B Cross-coupling Reactionsmentioning

confidence: 99%

“…7 Robust synthesis of Lam-D has enabled SAR and mechanism of action studies. Thus, the vast chemical space of the Lam structure has been explored through modified 30 analogs, including 1-dearyl, 8 2-dearyl, 9 lactone-free derivatives, 10 lactam, 11 and polymeric and peptidic nuclear location signal conjugates. 12,13 Herein, in addition to the recent synthetic strategies developed for total synthesis of Lam-D and its numerous 35 naturally occurring and synthetic analogs, recent work on SAR studies and on using multi-target mechanisms to induce apoptosis are also discussed.…”

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confidence: 99%

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Section: 29mentioning

confidence: 99%

Section: B Cross-coupling Reactionsmentioning

confidence: 99%

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2011

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“…More than 300 derivatives have been synthesized by chemists at PharmaMar (Madrid, Spain) and drug candidates have been selected for the extended preclinical and toxicological studies required prior to human clinical trials [62].…”

Section: Bis-steroidal Pyrazines: Ritterazines and Cephalostatins Pomentioning

confidence: 99%

Alkaloids from Marine Invertebrates as Important Leads for Anticancer Drugs Discovery and Development

et al. 2014

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Abstract:The present review describes research on novel natural antitumor alkaloids isolated from marine invertebrates. The structure, origin, and confirmed cytotoxic activity of more than 130 novel alkaloids belonging to several structural families (indoles, pyrroles, pyrazines, quinolines, and pyridoacridines), together with some of their synthetic analogs, are illustrated. Recent discoveries concerning the current state of the potential and/or development of some of them as new drugs, as well as the current knowledge regarding their modes of action, are also summarized. A special emphasis is given to the role of marine invertebrate alkaloids as an important source of leads for anticancer drug discovery.

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“…To change this situation, the players in the pharmaceutical industry shifted their interest back to natural or natural-based products [9][10][11][12][13][14][15]. It becomes commonly accepted that natural based products are inherently better tolerated in the body and have innate advantages for drug discovery and development over synthetic chemicals [16][17][18][19].…”

Section: Introductionmentioning

confidence: 99%

Physicochemical Properties of Natural Based Products versus Synthetic Chemicals

Zaid¹,

Raiyn²,

Nasser³

et al. 2010

TONUTRAJ

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Abstract:The majority of the currently used cosmetics and drugs are natural products-based compounds or their derivatives. This could add weight to the argument that natural based products are inherently better tolerated in the body than synthetic chemicals and have higher chance to be approved as new drugs. The present study was undertaken to analyze a natural product database compared to synthetic chemicals and to search for discriminative physicochemical properties that may probably help in differentiating between natural and synthetic compounds. We have formulated rules to assess the natural likeness of chemicals and thereby discriminate between natural-based and synthetic chemicals. A Mathews Correlation Coefficient of 0.5 was obtained; nearly 81% of natural-based products and 68% of synthetic chemicals were precisely classified using this filter. The property criteria for drug-likeness and lead-likeness are more pronounced in natural products rather than synthetic ones. The fraction of synthetic chemicals which are natural-like could have higher chance to be successful drug.

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Assessing the drug-likeness of lamellarins, a marine-derived natural product class with diverse oncological activities

Cited by 27 publications

References 49 publications

Progress on lamellarins

Progress on lamellarins

Alkaloids from Marine Invertebrates as Important Leads for Anticancer Drugs Discovery and Development

Physicochemical Properties of Natural Based Products versus Synthetic Chemicals

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