Compounds > 3-3--dihydroxyisorenieratene

3-3--dihydroxyisorenieratene and 4-4--dihydroxystilbene

3-3--dihydroxyisorenieratene has been researched along with 4-4--dihydroxystilbene* in 1 studies

Other Studies

1 other study(ies) available for 3-3--dihydroxyisorenieratene and 4-4--dihydroxystilbene

Article	Year
Tailoring 3,3'-dihydroxyisorenieratene to hydroxystilbene: finding a resveratrol analogue with increased antiproliferation activity and cell selectivity. Chemistry (Weinheim an der Bergstrasse, Germany), 2014, Jul-14, Volume: 20, Issue:29 Four novel compounds were designed by "tailoring" 3,3'-dihydroxyisorenieratene (a natural carotenoid) based on an isoprene unit retention truncation strategy. Among them, the smallest molecule 1 (2,3,6,2',3',6'-hexamethyl-4,4'-dihydroxy-trans-stilbene) was concisely synthesized in a one-pot Stille-Heck tandem sequence, and surfaced as a promising lead molecule in terms of its selective antiproliferative activity mediated by blocking the NCI-H460 cell cycle in G1 phase. Additionally, theoretical calculations and cell uptake experiments indicate that the unique polymethylation pattern of compound 1 significantly induces a conformational change shift out of planarity and increases its cell uptake and metabolic stability. The observation should be helpful to rationally design resveratrol-inspired antiproliferative agents. Topics: Antineoplastic Agents, Phytogenic; Carotenoids; Cell Cycle; Cell Line, Tumor; Cell Proliferation; Drug Discovery; Humans; Models, Molecular; Resveratrol; Stilbenes	2014

Article

Year

Tailoring 3,3'-dihydroxyisorenieratene to hydroxystilbene: finding a resveratrol analogue with increased antiproliferation activity and cell selectivity.

Chemistry (Weinheim an der Bergstrasse, Germany), 2014, Jul-14, Volume: 20, Issue:29

Four novel compounds were designed by "tailoring" 3,3'-dihydroxyisorenieratene (a natural carotenoid) based on an isoprene unit retention truncation strategy. Among them, the smallest molecule 1 (2,3,6,2',3',6'-hexamethyl-4,4'-dihydroxy-trans-stilbene) was concisely synthesized in a one-pot Stille-Heck tandem sequence, and surfaced as a promising lead molecule in terms of its selective antiproliferative activity mediated by blocking the NCI-H460 cell cycle in G1 phase. Additionally, theoretical calculations and cell uptake experiments indicate that the unique polymethylation pattern of compound 1 significantly induces a conformational change shift out of planarity and increases its cell uptake and metabolic stability. The observation should be helpful to rationally design resveratrol-inspired antiproliferative agents.

Topics: Antineoplastic Agents, Phytogenic; Carotenoids; Cell Cycle; Cell Line, Tumor; Cell Proliferation; Drug Discovery; Humans; Models, Molecular; Resveratrol; Stilbenes

2014