Syntheses and biological studies of marine terpenoids derived from inorganic cyanide.

scientific article published on April 2015

Syntheses and biological studies of marine terpenoids derived from inorganic cyanide. is …
instance of (P31):
scholarly articleQ13442814
review articleQ7318358

External links are
P356DOI10.1039/C4NP00109E
P932PMC publication ID4414506
P698PubMed publication ID25514696

P50authorRyan A. ShenviQ38319786
Martin J SchnermannQ56979187
P2093author name stringMartin J Schnermann
Ryan A Shenvi
P2860cites workArtemisinin Resistance in Plasmodium falciparum MalariaQ22061852
Direct tests of enzymatic heme degradation by the malaria parasite Plasmodium falciparumQ27973434
Total synthesis of antimalarial diterpenoid (+)-kalihinol AQ82793191
Bifunctionalized amphilectane diterpenes from the sponge Stylissa cf. massaQ83537197
Halichonadins K and L, new dimeric sesquiterpenoids from a sponge Halichondria spQ84430370
Total synthesis of 10-isocyano-4-cadinene and its stereoisomers and evaluations of antifouling activitiesQ84558188
Investigations into an anionic oxy-cope/transannular conjugate addition approach to 7,20-diisocyanoadocianeQ87529324
Hemoglobin metabolism in the malaria parasite Plasmodium falciparumQ27973732
Protein complex directs hemoglobin-to-hemozoin formation in Plasmodium falciparumQ27973776
Copper pathways in Plasmodium falciparum infected erythrocytes indicate an efflux role for the copper P-ATPaseQ27974560
Dendralenes Branch Out: Cross-Conjugated Oligoenes Allow the Rapid Generation of Molecular ComplexityQ29031113
Characterization of the Alkylation Product of Heme by the Antimalarial Drug Artemisinin We are grateful to the CNRS for financial support, and to the French Ministery of Education for a PhD grant to J.C. Dr. Yannick Coppel (LCC-CNRS) is gratefully aQ31921497
Spinning disk confocal microscopy of live, intraerythrocytic malarial parasites. 1. Quantification of hemozoin development for drug sensitive versus resistant malariaQ33259780
Iron chelation therapy for malaria: a reviewQ33537442
Catalytic enantioselective formation of chiral-bridged dienes which are themselves ligands for enantioselective catalysisQ33622381
The antimalarial drug artemisinin alkylates heme in infected miceQ34015782
Structural biology and chemistry of the terpenoid cyclasesQ34555232
Synthesis of a potent antimalarial amphilectene.Q34645427
Marine isocyanides and related natural products--structure, biosynthesis and ecologyQ35708928
Redox reactions of hemoglobinQ35766206
Twilight zone sponges from Guam yield theonellin isocyanate and psammaplysins I and J.Q35893981
Formamido-diterpenes from the South China Sea sponge Acanthella cavernosa.Q36126177
A fascinating journey into history: exploration of the world of isonitriles en route to complex amidesQ36131535
Antiplasmodial marine natural products in the perspective of current chemotherapy and prevention of malaria: a reviewQ36432420
Antimalarial drugs inhibiting hemozoin (beta-hematin) formation: a mechanistic updateQ36678059
Complex nature of malaria parasite hemoglobin degradation [corrected].Q36747615
Bacterial volatiles: the smell of small organismsQ36892012
Juxtaposition of chemical and mutation-induced developmental defects in zebrafish reveal a copper-chelating activity for kalihinol F.Q37024760
Marine antimalarialsQ37253569
The Diels--Alder reaction in total synthesis.Q37596336
The molecular mechanism of action of artemisinin--the debate continues.Q37718570
Biosynthesis via carbocations: theoretical studies on terpene formation.Q37871873
Redox regulation in malaria: current concepts and pharmacotherapeutic implicationsQ37987575
Quinoline drug-heme interactions and implications for antimalarial cytostatic versus cytocidal activitiesQ38099027
Simple, chemoselective hydrogenation with thermodynamic stereocontrolQ38259114
To kill or not to kill, that is the question: cytocidal antimalarial drug resistanceQ38670231
A comparison of sesquiterpene scaffolds across different populations of the tropical marine sponge Acanthella cavernosa.Q39113111
Biosynthetic pathways to isocyanides and isothiocyanates; precursor incorporation studies on terpene metabolites in the tropical marine sponges Amphimedon terpenensis and Axinyssa n.spQ39465483
Naturally occurring isocyanidesQ39561560
Anti-malarial, anti-algal, anti-tubercular, anti-bacterial, anti-photosynthetic, and anti-fouling activity of diterpene and diterpene isonitriles from the tropical marine sponge Cymbastela hooperiQ39603668
Diterpene formamides from the tropical marine sponge Cymbastela hooperi and their antimalarial activity in vitroQ39603677
Antimalarial activity: the search for marine-derived natural products with selective antimalarial activityQ39603694
A new kalihinol diterpene from the Hainan sponge Acanthella sp.Q39749550
Marine sponge Hymeniacidon sp. amphilectane metabolites potently inhibit rat brain microglia thromboxane B2 generation.Q40859864
Monamphilectine A, a Potent Antimalarial β-Lactam from Marine Sponge Hymeniacidon sp: Isolation, Structure, Semisynthesis, and BioactivityQ41845123
Two rare-class tricyclic diterpenes with antitubercular activity from the Caribbean sponge Svenzea flava. Application of vibrational circular dichroism spectroscopy for determining absolute configurationQ41858556
Cytostatic versus cytocidal activities of chloroquine analogues and inhibition of hemozoin crystal growth.Q41927912
Inhibition of heme detoxification processes underlies the antimalarial activity of terpene isonitrile compounds from marine spongesQ43574116
Enantiospecific total synthesis of (-)-4-thiocyanatoneopupukeananeQ43633197
Antimalarial Activity of Sesquiterpenes from the Marine Sponge Acanthella klethraQ44184993
Butyl isocyanide as a probe of the activation mechanism of soluble guanylate cyclase. Investigating the role of non-heme nitric oxide.Q45953522
Asymmetric alpha-alkylation of N'-tert-butanesulfinyl amidines. Application to the total synthesis of (6R,7S)-7-amino-7,8-dihydro-alpha-bisabolene.Q46107450
Sesquiterpenes from the sponge Axinyssa isabela.Q46114974
Stereoinversion of tertiary alcohols to tertiary-alkyl isonitriles and aminesQ46231151
Synthesis of highly strained terpenes by non-stop tail-to-head polycyclizationQ46266383
Halichonadin F and the Cu(I) complex of halichonadin C from the sponge Halichondria sp.Q46540431
Responsive biomimetic networks from polyisocyanopeptide hydrogelsQ46649491
Isothiocyanate sesquiterpenes from a sponge of the genus axinyssaQ46742684
Confirmation of the configuration of 10-isothiocyanato-4-cadinene diastereomers through synthesis.Q46846493
Malaria's drug miracle in dangerQ47941619
Drug development: Holding out for reinforcementsQ48008007
The combining power of hemoglobin for alkyl isocyanides, and the nature of the heme-heme interactions in hemoglobin.Q51045084
Asymmetric synthesis of (+)-geranyllinaloisocyanide: assignment of absolute stereochemistry.Q51601907
A formal total synthesis of the marine diterpenoid diisocyanoadociane.Q51724450
In vivo active antimalarial isonitriles.Q53962960
Pyridinium chlorochromate. An efficient reagent for oxidation of primary and secondary alcohols to carbonyl compoundsQ54164539
Exploring isonitrile-based click chemistry for ligation with biomolecules.Q55054879
New and highly effective method for the oxidation of primary and secondary alcohols to carbonyl compoundsQ55968090
Medicinal Natural ProductsQ56502446
Total synthesis of (±)-2-isocyanopupukeananeQ56590588
Total synthesis and absolute configuration of 7,20-diisocyanoadocianeQ56658635
Isocyanides and cyanides as natural productsQ56831585
Chemistry of sulfonylmethyl isocyanides. 13. A general one-step synthesis of nitriles from ketones using tosylmethyl isocyanide. Introduction of a one-carbon unitQ57636337
Mechanism for Nucleophilic Substitution and Elimination Reactions at Tertiary Carbon in Largely Aqueous Solutions: Lifetime of a Simple Tertiary CarbocationQ57880587
Comparison of the Reactivity of Antimalarial 1,2,4,5-Tetraoxanes with 1,2,4-Trioxolanes in the Presence of Ferrous Iron Salts, Heme, and Ferrous Iron Salts/PhosphatidylcholineQ58419044
Walden Inversion and Reaction Mechanism: Walden Inversion in Unimolecular Reactions of Secondary and Tertiary Alkyl HalidesQ59093734
Structures and absolute stereochemistry of isocyanide and isothiocyanate amphilectenes from the Caribbean sponge Cribochalina spQ59306543
Lingshuine, an UnexpectedPasseriniProduct from the Hainan SpongeAxinyssa variabilisQ60332611
3-Oxo-axisonitrile-3, a new sesquiterpene isocyanide from the Chinese marine spongeAcanthellaspQ60332635
Evaluation of the Antiproliferative Activity of Diterpene Isonitriles from the SpongePseudoaxinella flavain Apoptosis-Sensitive and Apoptosis-Resistant Cancer Cell LinesQ61040227
Helical poly(isocyanides): past, present and futureQ61646481
Progress toward the total synthesis of kalihinane diterpenoidsQ74018612
Efficient one-step conversion of primary aliphatic amines into primary alcohols: application to a model study for the total synthesis of (+/-)-scopadulinQ74240259
Total synthesis of (+/-)-2-isocyanoallopupukeananeQ74257685
Total Synthesis of 9-IsocyanoneopupukeananeQ77052558
Synthesis and anti-barnacle activities of novel 3-isocyanotheonellin analoguesQ79295322
Total synthesis of (+/-)-kalihinol CQ79818492
Terpene isocyanides, isocyanates, and isothiocyanates from the Okinawan marine sponge Stylissa spQ80138313
Total synthesis of 10-isocyano-4-cadinene and determination of its absolute configurationQ82781181
P433issue4
P921main subjectterpenoidsQ426694
P304page(s)543-577
P577publication date2015-04-01
P1433published inNatural Product ReportsQ2376904
P1476titleSyntheses and biological studies of marine terpenoids derived from inorganic cyanide
P478volume32

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cites work (P2860)
Q45976871A Formal Enantiospecific Synthesis of 7,20-Diisocyanoadociane.
Q40280443Antimalarial Properties of Simplified Kalihinol Analogues
Q61051320Asmic: An Exceptional Building Block for Isocyanide Alkylations
Q28088279Biological Activity of Recently Discovered Halogenated Marine Natural Products
Q55545516Fungal Isocyanide Synthases and Xanthocillin Biosynthesis in Aspergillus fumigatus.
Q26771141Marine Isonitriles and Their Related Compounds
Q58867020Practical isolation of polygodial from Tasmannia lanceolata: a viable scaffold for synthesis
Q46623783Stereocontrolled Synthesis of Kalihinol C.
Q40103003Synthesis and potent antimalarial activity of kalihinol B.
Q35793501Synthesis and preliminary biological evaluation of a small library of hybrid compounds based on Ugi isocyanide multicomponent reactions with a marine natural product scaffold
Q46651034Synthesis of (+)-7,20-Diisocyanoadociane and Liver-Stage Antiplasmodial Activity of the Isocyanoterpene Class
Q55259874Synthesis of the Privileged 8-Arylmenthol Class by Radical Arylation of Isopulegol.