30038-31-4Relevant academic research and scientific papers
Short Enantioselective Total Synthesis of Tatanan A and 3-epi-Tatanan A Using Assembly-Line Synthesis
Noble, Adam,Roesner, Stefan,Aggarwal, Varinder K.
supporting information, p. 15920 - 15924 (2016/12/16)
Short and highly stereoselective total syntheses of the sesquilignan natural product tatanan A and its C3 epimer are described. An assembly-line synthesis approach, using iterative lithiation–borylation reactions, was applied to install the three contiguo
Alkylbenzoquinone involved in development of cellular slime molds
Takaya, Yoshiaki,Hotta, Rie,Fujiwara, Kenshu,Otani, Risa,Uchiyama, Yurika,Sakakibara, Mizuki,Fukuda, Eri,Niwa, Masatake,Inouye, Kei,Oohata, Akiko A.
supporting information, p. 3660 - 3663 (2014/08/05)
The structure of the prespore-cell-promoting factor from Dictyostelium discoideum was determined to be 2-hydroxy-5-methyl-6-pentylbenzoquinone. The synthetic compound has prespore-cell-promoting activity similar to the natural one, with half-maximal induction at a concentration as low as 40 pM. It was also found that the factor induces aggregation in an aggregation-deficient mutant of a related species, Polysphodilium violaceum. Both these activities are sensitive to positional isomerism with the 6-methyl-5-pentyl isomer showing no detectable activity.
Design, synthesis, and evaluation of postulated transient intermediate and substrate analogues as inhibitors of 4-hydroxyphenylpyruvate dioxygenase
Lin, Yun-Loung,Huang, Jian-Lin,Wu, Chung-Shieh,Liu, Hung-Ge,Yang, Ding-Yah
, p. 1709 - 1713 (2007/10/03)
An epoxybenzoquinone, 4-hydroxyphenoxypropionic acid, and 2-hydroxy-3-phenyl-3-butenoic acid derivatives have been designed, synthesized, and evaluated for in vitro inhibition activity against 4-hydroxyphenylpyruvate dioxygenase (4-HPPD) from pig liver by the spectrophotometric enol-borate method. The biological data demonstrated that neither epoxybenzoquinone ester nor 2-hydroxy-3-phenyl-3-butenoic acid is an inhibitor of 4-HPPD. The most potent 4-HPPD inhibitor tested was 3-hydroxy-4-phenyl-2(5H)-furanone with an IC50 value of 0.5 μM, which may serve as a lead compound for further design of more potent 4-HPPD inhibitors.
Mono and bis(bioreductive) alkylating agents: Synthesis and antitumor activities in a B16 melanoma model
Witiak,Loper,Ananthan,Almerico,Verhoef,Filppi
, p. 1636 - 1642 (2007/10/02)
Several potentially bis(alkylating) bis(quinones) (3-5) and 1,4- and 1,3-bis(alkylating) monoquinones (6-13) belonging to general structure 2,2'-ethylenebis[5-[(leaving group) methyl]-1,4-benzoquinone] (3-5) and 2,5- and 2,6-bis[(leaving group)methyl]-1,4
Chemical Transformation of Protoberberines. Part 10. A Novel Synthesis of Sanguilutine and Dihydrosanguilutine, fully Aromatised 2,3,7,8,10-Pentaoxygenated Benzophenanthridine Alkaloids
Hanaoka, Miyoji,Kobayashi, Nobuyuki,Shimada, Ken-ichi,Mukai, Chisato
, p. 677 - 682 (2007/10/02)
2,3,7,8,10-Pentaoxygenated benzophenanthridine alkaloids, sanguilutine (1) and dihydrosanguilutine (2), were efficiently synthesized from the corresponding 2,3,9,10,12-pentamethoxyprotoberberine (8) through a regioselective C(6)-N bond cleavage, followed by recombination between the original C(6) and C(13) positions of compound (8) according to a biomimetic route.
