2072-30-2Relevant articles and documents
First total synthesis and phytotoxic activity of Streptomyces sp. metabolites abenquines
Nain-Perez, Amalyn,Barbosa, Luiz C.A.,Maltha, Celia R.A.,Forlani, Giuseppe
, p. 1811 - 1814 (2016/04/05)
The first total synthesis of abenquines A, B2, C and D has been achieved in three steps starting from commercially available 2,5-dimethoxyaniline, with overall yields of 41-61%. Four analogues bearing the amino acids d-valine (17), l-methionine (18), and glycine (19), and benzylamine (20), were also prepared in 45-72% yield. The inhibitory properties of these compounds were evaluated against the photoautotrophic growth of a model Synechococcus sp. strain. Abenquine C and its enantiomer were substantially ineffective, whereas all other abenquines significantly inhibited cell proliferation, with concentrations causing 50%-inhibition of algal growth ranging from 10-5 to 10-6 M.
Synthesis of 9-methyl-1H-[1,4]thiazino[3,2-g]quinoline-2,5,10(3H)-trione, the B,C,D ring core of the shermilamine alkaloids
Townsend, Norman O.,Jackson, Yvette A.
, p. 3557 - 3563 (2007/10/03)
The synthesis of 9-methyl-1H-[1,4]thiazino[3,2-g]quinoline-2,5,10(3H)-trione(4), from N-(4-bromo-2,5-dimethoxyphenyl)acetamide was discussed. Oxidative cyclisation of 2,2′-disulfanediylbis[N-2,5-dimethoxyphenyl)acetamide] to 5,8-dimethoxy-2H-1,4-benzothiazin-3(4H)-one(7b) was reported. It was found that the reaction proceeded through the disulfide and iodine acted as an oxidizing agent, enabling the cyclization.
Iodine(V) reagents in organic synthesis. Part 2. Access to complex molecular architectures via Dess-Martin periodinane-generated o-imidoquinones
Nicolaou,Sugita,Baran,Zhong
, p. 2221 - 2232 (2007/10/03)
o-Imidoquinones, a rather rare class of compounds, are prepared from anilides by the action of Dess-Martin pedodinane (DMP) and water. Their chemistry has been extensively investigated and found to lead to p-quinones and polycyclic systems of diverse mole