119650-44-1Relevant academic research and scientific papers
Total synthesis of landomycins Q and R and related core structures for exploration of the cytotoxicity and antibacterial properties
Lai, Yao-Hsuan,Mondal, Soumik,Su, Hsin-Tzu,Huang, Sheng-Cih,Wu, Mine-Hsine,Huang,Yang Lauderdale, Tsai-Ling,Song, Jen-Shin,Shia, Kak-Shan,Mong, Kwok-Kong Tony
, p. 9426 - 9432 (2021/03/16)
Herein, we report the total synthesis of landomycins Q and R as well as the aglycone core, namely anhydrolandomycinone and a related core analogue. The synthesis features an acetate-assisted arylation method for construction of the hindered B-ring in the
Reactions of [2-(2-Naphthyl)phenyl]acetylenes and 2-(2-Naphthyl)benzaldehyde O-Phenyloximes: Synthesis of the Angucycline Tetrangulol and 1,10,12-Trimethoxy-8-methylbenzo[c]phenanthridine
Ngwira, Kennedy J.,Rousseau, Amanda L.,Johnson, Myron M.,de Koning, Charles B.
, p. 1479 - 1488 (2017/04/01)
The Suzuki–Miyaura coupling reaction between (1,4,5-trimethoxynaphthalen-2-yl)boronic acid and 2-iodo-3-methoxy-5-methylbenzaldehyde gave the intermediate 3-methoxy-5-methyl-2-(1,4,5-trimethoxynaphthalen-2-yl)benzaldehyde. Conversion of this benzaldehyde
Synthesis of a landomycinone skeleton via Masamune-Bergmann cyclization
Yamaguchi, Sho,Tanaka, Hiroshi,Yamada, Ryo,Kawauchi, Susumu,Takahashi, Takashi
, p. 32241 - 32248 (2014/08/18)
In this report, a synthetic study of landomycinone via Masamune-Bergmann cyclization is described. A 10-membered 1,2-dialkynylbenzene derivative was designated as a key intermediate in the formation of an angular tetracyclic core via Masamune-Bergmann cyclization. Cyclization was expected to proceed under mild heating conditions based on a DFT transition state analysis of the 10-membered enediyne. The enediyne was successfully prepared by intramolecular NHK cyclization in good yield and underwent Masamune-Bergman cyclization at 70 °C for 2 h. However, an undesired β-elimination of the secondary alcohol was involved in the cyclization. In addition, iodination at the 12 position did not occur due to the steric hindrance of two methyl groups. This methodology should be widely applicable to the synthesis of various types of highly oxy-functionalized anthraquinone derivatives as well as landomycinone, and should be a useful way to clarify structure-activity relationships. the Partner Organisations 2014.
AROMATIC RING COMPOUND
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Paragraph 0418; 0419, (2015/01/18)
Provided is an aromatic ring compound having a GPR40 agonist activity. A compound represented by the formula (I): wherein each symbol is as described in the DESCRIPTION, or a salt thereof has a GPR40 agonist activity, and is useful as an agent for the prophylaxis or treatment of diabetes and the like.
Roles of the synergistic reductive O-methyltransferase GilM and of O-methyltransferase GilMT in the gilvocarcin biosynthetic pathway
Tibrewal, Nidhi,Downey, Theresa E.,Van Lanen, Steven G.,Ul Sharif, Ehesan,O'Doherty, George A.,Rohr, Juergen
supporting information; experimental part, p. 12402 - 12405 (2012/09/05)
Two enzymes of the gilvocarcin biosynthetic pathway, GilMT and GilM, with unclear functions were investigated by in vitro studies using purified, recombinant enzymes along with synthetically prepared intermediates. The studies revealed GilMT as a typical
Efficient discovery of potent anti-HIV agents targeting the Tyr181Cys variant of HIV reverse transcriptase
Jorgensen, William L.,Bollini, Mariela,Thakur, Vinay V.,Domaoal, Robert A.,Spasov, Krasimir A.,Anderson, Karen S.
supporting information; scheme or table, p. 15686 - 15696 (2011/12/03)
Non-nucleoside reverse transcriptase inhibitors (NNRTIs) that interfere with the replication of human immunodeficiency virus (HIV) are being pursued with guidance from molecular modeling including free-energy perturbation (FEP) calculations for protein-in
Novel Compounds
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Page/Page column 105, (2008/06/13)
There is provided a compound of formula (I): processes for the manufacture thereof, pharmaceutical compositions thereof and uses in therapy.
The first total synthesis of (±)-γ-herbertenol, a herbertene isolated from a non-herbertus source
Srikrishna,Ravikumar
, p. 65 - 74 (2007/12/31)
The structure of the aromatic sesquiterpene, (±)-γ- herbertenol, the first herbertane to be isolated from a non-herbertus source, was confirmed by a total synthesis, employing a Claisen rearrangement and ring-closing metathesis. Georg Thieme Verlag Stuttg
Total synthesis of isoprekinamycin: Structural evidence for enhanced diazonium ion character and growth inhibitory activity toward cancer cells
Liu, Wei,Buck, Matthew,Chen, Nan,Shang, Muhong,Taylor, Nicholas J.,Asoud, Jalil,Wu, Xing,Hasinoff, Brian B.,Dmitrienko, Gary I.
, p. 2915 - 2918 (2008/02/07)
The structurally novel diazobenzo[a]fluorene antibiotic isoprekinamycin (IPK) has been synthesized for the first time employing a Suzuki coupling of a brominated AB ring synthon with a boronate ester representing the D ring, followed by anionic cyclizatio
Synthesis of benzo[b]phenanthridines and related naturally occurring 2-aryl-1,4-naphthoquinones by palladium- and copper-catalyzed coupling of organostannanes with bromoquinones
De Frutos, Oscar,Atienza, Carmen,Echavarren, Antonio M.
, p. 163 - 171 (2007/10/03)
Syntheses of phenanthroviridone, gilvocarcin BE-12406X2, antibiotic WS 5995B, and a key intermediate for the synthesis of jadomycin are described, based on palladium- and copper-catalyzed coupling reactions of sterically hindered arylstannanes
