01290nas a2200193 4500008004100000022001400041245012900055210006900184260011000253300001400363490000700377520046700384100003100851700002300882700002300905700001700928700002100945856013000966 2013 eng d a1359-734500aSynthesis of palmyrolide A and its cis-isomer and mechanistic insight into trans-cis isomerisation of the enamide macrocycle0 aSynthesis of palmyrolide A and its cisisomer and mechanistic ins aTHOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLANDbROYAL SOC CHEMISTRYcMAR a3342-33440 v493 a

Concise and protecting-group free synthesis of ent-palmyrolide A and (-)-cis-palmyrolide A were achieved starting from commercially available (S)-citronellal. The key fragment of palmyrolide A, ``(5S,7S)-7-hydroxy-5,8,8-trimethylnonanamide'', which makes up the most challenging part of the target molecule, was prepared in just three steps. A plausible mechanism for the trans-cis isomerization of the double bond in the macrocycle has been investigated.

1 aPhilkhana, Satish, Chandra1 aSeetharamsingh, B.1 aDangat, Yuvraj, B.1 aVanka, Kumar1 aReddy, Srinivasa uhttps://library.ncl.res.in/content/synthesis-palmyrolide-and-its-cis-isomer-and-mechanistic-insight-trans-cis-isomerisation-000985nas a2200181 4500008004100000022001400041245006300055210006200118260011000180300001600290490000600306520029600312100003100608700002200639700003000661700002100691856009100712 2014 eng d a2046-206900aAccess to harmonine, a chemical weapon of ladybird beetles0 aAccess to harmonine a chemical weapon of ladybird beetles aTHOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLANDbROYAL SOC CHEMISTRYcJUL a30923-309260 v43 a

The synthesis of harmonine, a defense alkaloid from the harlequin ladybird is reported by three different routes. The preparation of several new analogs with the same molecular weight and the decoration of gold nanoparticles with harmonines are also part of the present communication.

1 aPhilkhana, Satish, Chandra1 aDhasaiyan, Prabhu1 aPrasad, Bhagavatula L. V.1 aReddy, Srinivasa uhttps://library.ncl.res.in/content/access-harmonine-chemical-weapon-ladybird-beetles-001365nas a2200265 4500008004100000022001400041245008700055210006900142260010600211300001400317490000700331520039500338653002500733653002500758653001500783653002100798653002000819100003100839700002700870700002200897700002200919700002200941700002100963856011500984 2015 eng d a0040-403900aFirst synthesis of nitrosporeusines, alkaloids with multiple biological activities0 aFirst synthesis of nitrosporeusines alkaloids with multiple biol aTHE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLANDbPERGAMON-ELSEVIER SCIENCE LTDcMAR a1252-12540 v563 a

Synthesis of nitrosporeusines A and B, thioester-bearing alkaloids from the Arctic Streptomyces nitrosporeus with exceptional biological activity is disclosed for the first time. In addition, we have prepared another biologically important natural product, maleimycin, in optically pure form using a gram-scale enzymatic resolution method. (C) 2015 Elsevier Ltd. All rights reserved.

10aEnzymatic resolution10aInfluenza H1N1 virus10aMaleimycin10aMichael reaction10aNitrosporeusine1 aPhilkhana, Satish, Chandra1 aJachak, Gorakhnath, R.1 aGunjal, Vidya, B.1 aDhage, Nagsen, M.1 aBansode, Ajay, H.1 aReddy, Srinivasa uhttps://library.ncl.res.in/content/first-synthesis-nitrosporeusines-alkaloids-multiple-biological-activities-001880nas a2200169 4500008004100000245012000041210006900161260000800230300001400238490000700252520122400259100003101483700002101514700002301535700002101558856013101579 2016 eng d00aSynthesis and biological evaluation of palmyrolide a macrocycles as sodium channel blockers towards neuroprotection0 aSynthesis and biological evaluation of palmyrolide a macrocycles cAUG a8457-84730 v143 a

Palmyrolide A is a neuroprotective macrolide isolated by Gerwick and coworkers in 2010. This natural product is known to suppress neuronal spontaneous calcium ion oscillations through its voltage-gated sodium channel blocking ability which is of significant interest in CNS drug discovery. Herein, we give a detailed account on total synthesis of (+)-palmyrolide A and synthesis of a focused library of macrocycles around the scaffold, followed by their biological evaluation. Use of the chiral pool approach, Zhu's oxidative homologation, access to unnatural cis-palmyrolide A, preparation of 18 new analogues and identification of macrolides with improved sodium channel blocking activity are the important features of the present paper. As a measure of potency as voltage-gated sodium channel blockers, all the synthesized analogues were profiled for their ability to inhibit the veratridine-stimulated Na+ influx in murine primary neuronal cultures. Four macrocycles were found to be more potent or comparable to that of the natural product (-)-palmyrolide A. The most potent compound from this series 20 was structurally simplified and readily accessible in good quantities for further biological profiling.

1 aPhilkhana, Satish, Chandra1 aMehrotra, Suneet1 aMurray, Thomas, F.1 aReddy, Srinivasa uhttps://library.ncl.res.in/content/synthesis-and-biological-evaluation-palmyrolide-macrocycles-sodium-channel-blockers-towards02000nas a2200193 4500008004100000245011000041210006900151260000800220300001100228490000800239520128500247100003101532700002701563700002701590700002101617700001801638700002101656856012901677 2017 eng d00aIdentification of new anti-inflammatory agents based on nitrosporeusine natural products of marine origin0 aIdentification of new antiinflammatory agents based on nitrospor cJUL a89-1090 v1353 aNitrosporeusines A and B are two recently isolated marine natural products with novel skeleton and exceptional biological profile. Interesting antiviral activity of nitrosporeusines and promising potential in curing various diseases, evident from positive data from various animal models, led us to investigate their anti-inflammatory potential. Accordingly, we planned and synthesized nitrosporeusines A and B in racemic as well as enantiopure forms. The natural product synthesis was followed by preparation of several analogues, and all the synthesized compounds were evaluated for in vitro and in vivo anti-inflammatory potential. Among them, compounds 25, 29 and 40 significantly reduced levels of nitric oxide (NO), reactive oxygen species (ROS) and pro-inflammatory cytokines. In addition, these compounds suppressed several pro-inflammatory mediators including inducible nitric oxide synthase (iNOS), cyclooxygenase-2 (COX-2), nuclear factor-kappa B (NF -kappa B), and thereby can be emerged as potent anti-inflammatory compounds. Furthermore, all possible isomers of lead compound 25 were synthesized, characterized and profiled in same set of assays and found that one of the enantiomer (-)-25a was superior among them. (C) 2017 Elsevier Masson SAS. All rights reserved.1 aPhilkhana, Satish, Chandra1 aVerma, Abhishek, Kumar1 aJachak, Gorakhnath, R.1 aHazra, Bibhabasu1 aBasu, Anirban1 aReddy, Srinivasa uhttps://library.ncl.res.in/content/identification-new-anti-inflammatory-agents-based-nitrosporeusine-natural-products-marine01077nas a2200145 4500008004100000245010700041210006900148260000800217300001400225490000700239520050500246100003100751700002100782856012800803 2017 eng d00aTotal synthesis of natural fregenedadiol and its diacetate, rearranged labdanes with aromatized B ring0 aTotal synthesis of natural fregenedadiol and its diacetate rearr cMAR a1262-12640 v583 aLabdane based natural products are most abundant and widely distributed in nature with many compounds exhibiting exceptional biological properties. Fregenedadiol is a bicyclic diterpene isolated from Halimium viscosum and represents a new carbon skeleton fregenedane with its B ring aromatized. Here, we report a total synthesis of this interesting natural product using one-pot Diels-Alder/aromatization sequence and selective hydrogenolysis as key steps. (C) 2017 Elsevier Ltd. All rights reserved.1 aPhilkhana, Satish, Chandra1 aReddy, Srinivasa uhttps://library.ncl.res.in/content/total-synthesis-natural-fregenedadiol-and-its-diacetate-rearranged-labdanes-aromatized-b02161nas a2200193 4500008004100000022001400041245013700055210006900192260000800261490000700269520141000276100002701686700002701713700002701740700003101767700002101798700001801819856013001837 2018 eng d a1935-273500a Nitrosporeusine analogue ameliorates Chandipura virus induced inflammatory response in CNS via NF kappa b inactivation in microglia0 aNitrosporeusine analogue ameliorates Chandipura virus induced in cJUL0 v123 aChandipura Virus (CHPV), a negative-stranded RNA virus belonging to the Rhabdoviridae family, has been previously reported to bring neuronal apoptosis by activating several factors leading to neurodegeneration. Following virus infection of the central nervous system, microglia, the ontogenetic and functional equivalents of macrophages in somatic tissues gets activated and starts secreting chemokines, thereby recruiting peripheral leukocytes into the brain parenchyma. In the present study, we have systemically examined the effect of CHPV on microglia and the activation of cellular signalling pathways leading to chemokine expression upon CHPV infection. Protein and mRNA expression profiles of chemokine genes revealed that CHPV infection strongly induces the expression of CXC chemokine ligand 10 (CXCL10) and CC chemokine ligand 5 (CCL5) in microglia. CHPV infection triggered the activation of signalling pathways mediated by mitogen-activated protein kinases, including p38, JNK 1 and 2, and nuclear factor kappa B (NF-kappaB). CHPV-induced expression of CXCL10 and CCL5 was achieved by the activation of p38 and NF-kappaB pathways. Considering the important role of inflammation in neurodegeneration, we have targeted NF-kappaB using a newly synthesised natural product nitrosporeusine analogue and showed incapability of microglial supernatant of inducing apoptosis in neurons after treatment.1 aVerma, Abhishek, Kumar1 aWaghmare, Trushnal, S.1 aJachak, Gorakhnath, R.1 aPhilkhana, Satish, Chandra1 aReddy, Srinivasa1 aBasu, Anirban uhttps://library.ncl.res.in/content/nitrosporeusine-analogue-ameliorates-chandipura-virus-induced-inflammatory-response-cns-nf