scholarly journals Structure-Activity Relationship and in Vivo Anti-Tumor Evaluations of Dictyoceratin-A and -C, Hypoxia-Selective Growth Inhibitors from Marine Sponge

Marine Drugs ◽  
2015 ◽  
Vol 13 (12) ◽  
pp. 7419-7432 ◽  
Author(s):  
Yuji Sumii ◽  
Naoyuki Kotoku ◽  
Akinori Fukuda ◽  
Takashi Kawachi ◽  
Masayoshi Arai ◽  
...  
Keyword(s):  
Marine Sponge ◽  
Structure Activity Relationship ◽  
Selective Growth ◽  
Activity Relationship ◽  
Growth Inhibitors ◽  
Structure Activity

scholarly journals Structure–Activity Relationship of Biakamide, Selective Growth Inhibitors under Nutrient-Starved Condition from Marine Sponge

2019 ◽  
Vol 67 (3) ◽  
pp. 210-223
Author(s):  
Ryosuke Ishida ◽  
Hirokazu Matsumoto ◽  
Sayaka Ichii ◽  
Motomasa Kobayashi ◽  
Masayoshi Arai ◽  
...  
Keyword(s):  
Marine Sponge ◽  
Structure Activity Relationship ◽  
Selective Growth ◽  
Activity Relationship ◽  
Growth Inhibitors ◽  
Structure Activity ◽  
Relationship Of

Concise synthesis and structure–activity relationship of furospinosulin-1, a hypoxia-selective growth inhibitor from marine sponge

Tetrahedron ◽  
2011 ◽  
Vol 67 (35) ◽  
pp. 6673-6678 ◽  
Author(s):  
Naoyuki Kotoku ◽  
Shinichi Fujioka ◽  
Chiaki Nakata ◽  
Masaki Yamada ◽  
Yuji Sumii ◽  
...  
Keyword(s):  
Marine Sponge ◽  
Growth Inhibitor ◽  
Structure Activity Relationship ◽  
Selective Growth ◽  
Activity Relationship ◽  
Structure Activity ◽  
Relationship Of

scholarly journals Preliminary Structure-Activity Relationship on Theonellasterol, a New Chemotype of FXR Antagonist, from the Marine Sponge Theonella swinhoei

Marine Drugs ◽  
2012 ◽  
Vol 10 (12) ◽  
pp. 2448-2466 ◽  
Author(s):  
Valentina Sepe ◽  
Raffaella Ummarino ◽  
Maria D'Auria ◽  
Orazio Taglialatela-Scafati ◽  
Simona Marino ◽  
...  
Keyword(s):  
Marine Sponge ◽  
Structure Activity Relationship ◽  
Activity Relationship ◽  
Theonella Swinhoei ◽  
Structure Activity

scholarly journals Synthesis, Anticancer Activity, and Preliminary Pharmacokinetic Evaluation of 4,4-Disubstituted Curcuminoid 2,2-bis(Hydroxymethyl)Propionate Derivatives

Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 479 ◽  
Author(s):  
Der-Yen Lee ◽  
Yu-Chi Hou ◽  
Jai-Sing Yang ◽  
Hui-Yi Lin ◽  
Tsu-Yuan Chang ◽  
...  
Keyword(s):  
Anticancer Activity ◽  
Functional Groups ◽  
Hydrolysis Product ◽  
Structure Activity Relationship ◽  
Ester Hydrolysis ◽  
Activity Relationship ◽  
Structure Activity ◽  
Hct 116 ◽  
Pharmacokinetic Evaluation

Compound 1 is a curcumin di-O-2,2-bis(hydroxymethyl)propionate that shows significant in vitro and in vivo inhibitory activity against MDA-MB-231 cells with eight to ten-fold higher potency than curcumin. Here, we modified the α-position (C-4 position) of the central 1,3-diketone moiety of 1 with polar or nonpolar functional groups to afford a series of 4,4-disubstituted curcuminoid 2,2-bis(hydroxymethyl)propionate derivatives and evaluated their anticancer activities. A clear structure–activity relationship of compound 1 derivatives focusing on the functional groups at the C-4 position was established based on their anti-proliferative effects against the MDA-MB-231 and HCT-116 cell lines. Compounds 2–6 are 4,4-dimethylated, 4,4-diethylated, 4,4-dibenzylated, 4,4-dipropargylated and 4,4-diallylated compound 1, respectively. Compounds 2m–6m, the ester hydrolysis products of compounds 2–6, respectively, were synthesized and assessed for anticancer activity. Among all compound 1 derivatives, compound 2 emerged as a potential chemotherapeutic agent for colon cancer due to the promising in vivo anti-proliferative activities of 2 (IC50 = 3.10 ± 0.29 μM) and its ester hydrolysis product 2m (IC50 = 2.17 ± 0.16 μM) against HCT-116. The preliminary pharmacokinetic evaluation of 2 implied that 2 and 2m are main contributors to the in vivo efficacy. Compound 2 was further evaluated in an animal study using HCT-116 colon tumor xenograft bearing nude mice. The results revealed a dose-dependent efficacy that led to tumor volume reductions of 27%, 45%, and 60% at 50, 100, and 150 mg/kg doses, respectively. The established structure–activity relationship and pharmacokinetic outcomes of 2 is the guidance for future development of 4,4-disubstituted curcuminoid 2,2-bis(hydroxymethyl)- propionate derivatives as anticancer drug candidates.

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