
Abbreviations 9-BBN 9-Borabicyclo[3.3.1]nonane Ac Acetyl Ad Adamantyl AD Asymmetric dihydroxylation AIBN Azo-bis-iso-butyronitrile ATPase Adenosine triphosphatase BHT Butylhydroxytoluene BIA Bioinductive assay Bn Benzyl Boc t-Butyloxycarbonyl BOP-Cl Bis(2-oxo-3-oxazolidinyl)phosphonic chloride brsm Based on recovered starting material Bu Butyl BuLi n-Butyllithium Bz Benzoyl CAN Cerium ammonium nitrate CBS Corey-Bakshi-Shibata catalyst Cbz Benzyloxycarbonyl CNS Central nervous system CoA Coenzyme A cod 1,5-Cyclooctadiene CSA Camphorsulfonic acid Cys Cysteine dba Dibenzylideneacetone DBU 1,8-Diazabicyclo[5.4.0]undec-7-ene DCC Dicyclohexyl carbodiimide DDQ 2,3-Dichloro-5,6-dicyanobenzoquinone DEAD Diethyl azodicarboxylate DET Diethyl tartrate DHP Dihydropyran S. Bra¨se et al., The Chemistry of Mycotoxins, Progress in the Chemistry of Organic 233 Natural Products, Vol. 97, DOI 10.1007/978-3-7091-1312-7, # Springer-Verlag Wien 2013 234 Abbreviations DHQ Dihydroquinidine DIAD Diisopropyl azodicarboxylate DIBAL Diisobutyl aluminum DIPEA Diisopropyl ethyl amine DIPT N,N-Diisopropyltryptamine DKP Diketopiperazine DMAP Dimethylaminopyridine DMDO Dimethyldioxirane DME Dimethoxyethane DMF Dimethylformamide DMP Dess-Martin periodinane DMSO Dimethylsulfoxide DNA Desoxyribonucleic acid DPPA Diphenylphosphoryl azide dppbenz 1,2-Bis(diphenylphosphino)benzene dppp 1,3-Bis(diphenylphosphino)propane dr Diastereomeric ratio DTBMP di-t-Butylmethylpyridine EDC (N-Ethyl-N0-(3-dimethylaminopropyl)carbodiimide ee Enantiomeric excess EEDQ 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline EGF Epidermal growth factor ELEM Equine leukoencephalomalacia equiv. Equivalents er Enantiomeric ratio Et Ethyl EU European Union Fmoc Fluorenylmethyloxycarbonyl h Hour HATU N,N,N0,N0-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate HBTU O-Benzotriazole-N,N,N0,N0-tetramethyl-uronium hexafluorophosphate HIV Human immunodeficiency virus HMDS Hexamethyldisilazane HMPA Hexamethylphosphoramide HOAt Hydroxy-7-azabenzotriazole HOBt N-Hydroxybenzotriazole HPLC High-performance liquid chromatography Hsp Heat shock protein IBX 2-Iodoxybenzoic acid IC Inhibitory concentration IPC Isopinocampheyl kDa kilodalton Abbreviations 235 KHMDS Potassium bis(trimethylsilyl)amide LAH Lithium aluminum hydride LD Lethal dose LDA Lithium diisopropylamide Leu Leucine LiDBB Lithium 4,40-di-tert-butyl biphenyl LiHMDS Lithium bis(trimethylsilyl)amide m-CPBA meta-Chloroperbenzoic acid Me Methyl MIDA N-Methyliminodiacetic acid MOM Methoxymethyl Ms Mesyl MS Molecular sieves MTBE Methyl tert-butyl ether MW Microwave NaHMDS Sodium bis(trimethylsilyl)amide NBS N-Bromosuccinimide NCS N-Chlorosuccinimide Nep1 Necrosis and ethylene-inducing peptide1 NHK Nozaki-Hiyama-Kishi NIS N-Iodosuccinimide NLP Nep1-like protein NMM N-Methylmorpholine NMO N-Methylmorpholine oxide NMR Nuclear magnetic resonance Ns 2-Nitrophenylsulfonyl OMST O-Methylsterigmatocystin PCC Pyridinium chlorochromate PDC Pyridinium dichromate Ph Phenyl PHAL Phthalazine Phe Phenylalanine Phth Phthaloyl Piv Pivalyl (= 2,2-dimethylpropanoyl) PLE Porcine liver esterase PMB Paramethoxybenzyl ether PPTS Pyridinium para-toluenesulfonate PPY 4-(1-Pyrrolidinyl)pyridine Pr Propyl Pro Proline PS Polystyrene PTSA para-Toluenesulfonic acid Py Pyridine R Residue 236 Abbreviations RAL Resorcylic acid lactones Red-Al Sodium bis(2-methoxyethoxy)aluminum hydride RNA Ribonucleic acid ROS Reactive oxygen species rt Room temperature SEM [2-(Trimethylsilyl)ethoxy]methyl Sia Siamyl (1,2-dimethylpropyl) SPhos 2-Dicyclohexylphosphino-20,60-dimethoxybiphenyl t tert- TBAF tetra-butyl ammonium fluoride TBAI tetra-butyl ammonium iodide TBDPS tert-butyldiphenylsilyl TBHP tert-butyl hydroperoxide TBS tert-butyldimethylsilyl TBU 1,8-Diazabicyclo[5.4.0]undec-7-ene TCA Tricarboxylic acid TDKP Thiodiketopiperazine TEA Triethylamine TEMPO (2,2,6,6-Tetramethylpiperidin-1-yl)oxyl Tf Triflyl TFA Trifluoroacetic acid TFAA Trifluoroacetic acid anhydride THF Tetrahydrofuran THP Tetrahydropyranyl TIPS Triiso-propyl silyl TLC Thin-layer chromatography TMEDA N,N,N0,N0-Tetramethylethylenediamine TMP 2,2,6,6-Tetramethylpiperidine TMS Trimethylsilyl TMSE Trimethylselenonium Tol Toluyl TPAP tetra-propylammonium perruthenate TPPTS 3,30,300-Phosphinidynetris(benzenesulfonic acid) trisodium salt Tr Trityl (=triphenylmethyl) Ts para-Toluenesulfonyl Val Valine WSC 1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride References 1. 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Wogan GN (1966) Chemical Nature and Biological Effects of the Aflatoxins. Bacteriol Rev 30: 460 32. Verma RJ (2004) Aflatoxin Cause DNA Damage. Int J Hum Genet 4: 231 33. Reiss J (1971) Inhibition of Fungal Sporulation by Aflatoxin. Arch Mikrobiol 76: 219 34. Bu¨chi G, Foulkes DM, Kurono M, Mitchell GF (1966) The Total Synthesis of Racemic Aflatoxin B1. J Am Chem Soc 88: 4534 35. Bu¨chi G, Foulkes DM, Kurono M, Mitchell GF, Schneider RS (1967) The Total Synthesis of Racemic Aflatoxin B1. J Am Chem Soc 89: 6745 36. Bu¨chi G, Weinreb SM (1969) The Total Synthesis of Racemic Aflatoxin-M1 (Milk Toxin). J Am Chem Soc 91: 5408 37. Bu¨chi G, Weinreb SM (1970) Total Syntheses of Aflatoxins M1 and G1 and an Improved Synthesis of Aflatoxin B1. J Am Chem Soc 93: 746 38. Roberts JC, Sheppard AH, Knight JA, Roffey P (1968) Studies in Mycological Chemistry. Part XXII. Total Synthesis of (±)-Aflatoxin-B2. J Chem Soc: 22 39. 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