7‐Methoxyphthalide

Abstract

7‐Methoxyphthalide intermediate: N,N‐diethyl‐2‐methoxybenzamide intermediate: N,N‐Diethyl‐2‐formyl‐6‐methoxybenzamide product: 7‐methoxyphthalide

Synthetic Racemate and Enantiomers of Cytosporone E, a Metabolite of an Endophytic Fungus, Show Indistinguishably Weak Antimicrobial Activity

“…In analogy with our previous synthesis of bioactive and naturally occurring phthalides, 4,5) the Snieckus's ortho lithiation methodology 6,7) was employed as the key step. Accordingly, commercially available 3,4,5-trimethoxybenzoyl chloride (2) was treated with diethylamine to give N, N-diethylamide 3.…”

New Anthracene Derivatives from Coussarea macrophylla

“…The same compound was obtained by reduction of aldehyde 1 with NaBH4 according to a standard procedure. 19 1,4,8,10-Tetramethoxyanthracene-2-carbaldehyde (3): pale yellow sticky solid; UV (EtOH) λmax (log ) 238 (4.62), 268 (4.81), 298sh (4.50), 344 (3.76), 364 (3.91), 382 (4.06), 422sh (4.02), 440 (4.06) nm; IR (film) νmax 2933 (C-H), 1673 (CdO), 1613, 1459, 1353, 1067 cm -1 ; 1 H and 13 C NMR data, see Tables 1 and 2, respectively; EIMS m/z 326 (M + , 100), 311 (60), 296 (13) 13 C NMR data, see Tables 1 and 2, respectively; EIMS m/z 312 (M + , 6), 297 (34), 281 (12), 267 (20), 251 (3), 237 (10), 223 (4), 209 (4), 195 (3), 181 (7). Compound 5 was identical to an authentic synthetic sample (see below).…”

Rational design of inhibitors of VirA–VirG two-component signal transduction

“…Refer to Web version on PubMed Central for supplementary material. Specificity of HDMBOA (2), DIMBOA (5), HDI (12), and HF (35). Inhibition of occ::lacZ activity was evaluated in A348 pSM102 induced by 100 μM octopine.…”

“…Analogs 27 -30 were therefore prepared by activation of the aromatic nucleus via ortho-lithiation of the corresponding methoxy benzamide followed by addition of DMF as the electrophile. [12][13][14] Hydrolysis of the amide afforded the 2formyl monomethoxy benzoic acids in good yield. 1 H-NMR indicated that the 3Hisobenzofuran-1-one tautomer was dominant for 26, 27, 28 and 30 in D 2 O and DMSO-d 6 , however 29 existed equally in both ring and chain tautomers in DMSO-d 6 (see Supporting Information).…”

“…To evaluate the biological specificity of the natural products HDMBOA (2), DIMBOA (5), and their synthetic a nalog HDI (12), two protocols were employed. Both protocols were developed and used to establish that α-bromo-acetosyringone (ASBr), an analog of the inducer acetosyringone (AS), is an irreversible inhibitor of VirA/VirG mediated induction.…”