References
- Abdou MM, El-Saeed RA, Bondock S. 2019. Recent advanches in 4-hydroxycoumarin chemistry. Part 1: synthesis and reactions. Arab J Chem. 12(1):88–121.
- Block E. 2019. Fifty-five years of smelling sulfur. Phosphorus Sulfur Silicon Relat Elem. 194(7):689–691.
- Borisevich SS, Kovalskaya AV, Tsypysheva IP, Khursan SL. 2014. Thermodynamically controlled Diels–Alder reaction of 12-N-methylcytisine: a DFT study. J Theor Comput Chem. 13(06):1450048.
- Brown N, Mannhold R, Kubinui H, Folkers G, editors. 2012. Bioisosteres in medicinal chemistry. Methods and principles in medicinal chemistry, Vol. 54. Weinheim: Wiley-VCH.
- Clausen K, El-Barbary AA, Lawresson S-O. 1981. Studies on organophosphorus compounds - XXXV. A new route to 4-methoxyphenylphosphonothioic diamides from 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane-2,4-disulfide and amines. Tetrahedron. 37(5):1019–1025.
- Feng M, Tang B, Liang SH, Jiang X. 2016. Sulfur containing scaffolds in drugs: synthesis and application in medicinal chemistry. Curr Top Med Chem. 16(11):1200–1216.
- Hazra MK, Chakraborty T. 2006. 2-Hydroxypyridine ↔ 2-pyridone tautomerization: catalytic influence of formic acid. J Phys Chem A. 110(29):9130–9136.
- Houllier N, Gouault S, Lasne M-C, Rouden J. 2006. Regio- and diastereoselective functionalization of (−)-cytisine. Tetrahedron. 62(50):11679–11686.
- Huang X, Hui X. 2020. Advances on the bioactivities, total synthesis, structural modification, and structure-activity relationships of cytisine derivatives. Mini Rev Med Chem. 20(5):369–395.
- Imming P, Klaperski P, Stubbs MT, Seitz G, Gundisch D. 2001. Syntheses and evaluation of halogenated cytisine derivatives and of bioisosteric thiocytisine as potent and selective nAChR ligands. Eur J Med Chem. 36(4):375–388.
- Jesberger M, Davis TP, Barner L. 2003. Application of Lawesson’s reagent in organic and organovetallic synthesis. Synthesis. 13(13):1929–1958.
- Khakimova TV, Pukhlyakova OA, Shavaleeva GA, Fatykhov AA, Vasil'eva EV, Spirikhin LV. 2001. Synthesis and stereochemistry of new N-substituted cytisine derivatives. Chem Nat Compd. 37(4):356–360.
- Larik FA, Saeed A, Muqadar U, Channar PA. 2017. Application of Lawesson’s reagent in the synthesis of sulfur-containing medicinally significant natural alkaloids. J Sulfur Chem. 38(2):206–227.
- Legnani L, Toma L, Caramella P, Chiacchio MA, Giofrè S, Delso I, Tejero T, Merino P. 2016. Computational mechanistic study of thionation of carbonyl compounds with Lawesson's reagent. J Org Chem. 81(17):7733–7740.
- Luputiu G, Gilau L. 1969. [N-aryl-thiocarbamyl-cytisine-derivatives. 1. Cytisine]. Arch Pharm Ber Dtsch Pharm Ges. 302(12):943–946.
- Metzner P. 1999. Thiocarbonyl compounds as specific tools for organic synthesis. In: Page PCB, editor. Organosulfur chemistry I. Topics in current chemistry, Vol. 204. Berlin: Springer-Verlag; p. 128–175.
- Moll F, Luputiu G. 1972. Harnstoff-derivate des cytisins. Arch Pharm Pharm Med Chem. 305(10):771–776.
- Moriarty RM, Naithani R, Surve B. 2007. Organosulfur compounds in cancer chemoprevention. Mini-Rev Med Chem. 7:827–838.
- Nakayama J. 2009. More than 30 years with organic chemistry of sulfur. J Sulfur Chem. 30(3-4):393–468.
- Oae S, Okuyama T. 1992. Organic sulfur chemistry: biochemical aspects. Boca Raton (FL): CRC Press.
- Orzeszko A, Maurin JK, Melon-Ksyta D. 2001. Investigation of the thionation reaction of cyclic imides. Z Naturforsch. 56(10):1035–1040.
- Owczarzak AM, Przybył AK, Kubicki M. 2010. N-Methyl-2-thio-cytisine. Acta Crystallogr Sect E Struct Rep Online. 66(Pt 8):o1942.
- Ozturk T, Ertas E, Mert O. 2007. Use of Lawesson's reagent in organic syntheses. Chem Rev. 107(11):5210–5278.
- Patani GA, LaVoie EJ. 1996. Bioisosterism: a rational approach in drug design. Chem Rev. 96(8):3147–3176.
- Pérez EG, Méndez-Gálvez C, Cassels BK. 2012. Cytisine: a natural product lead for the development of drugs acting at nicotinic acetylcholine receptors. Nat Prod Rep. 29(5):555–567.
- Polshettiwar V, Kaushik MP. 2006. Recent advances in thionating reagents for the synthesis of organosulfur compounds. J Sulfur Chem. 27(4):353–386.
- Rouden J, Lasne M-C, Blanchet J, Baudoux J. 2014. (−)-Cytisine and derivatives: synthesis, reactivity, and applications. Chem Rev. 114(1):712–778.
- Rouden J, Ragot A, Gouault S, Cahard D, Plaqueven J-C, Lasne M-C. 2002. Regio- and diastereoselective functionalization of (−)-cytisine: an unusual N-C acyl migration. Tetrahedron Asymmetry. 13(12):1299–1305.
- Saeed A, Mehfooz H, Larik FA, Faisal M, Channar PA. 2017. Applications of Lawesson's reagent in the synthesis of naturally occurring steroids and terpenoids. J Asian Nat Prod Res. 19(11):1114–1123.
- Tsypysheva I, Petrova P, Koval’skaya A, Lobov A, Sapozhnikova T, Makara N, Gabdrakhmanova S, Zarudii F. 2019. Variation of spacer type and topology of phenyl moiety in 2-pyridone core of 4-oxo-3-N-methylcytisine; effect of synthesized compounds on rat’s behavior in conditioned passive avoidance reflex (CPAR) test. Nat Prod Res. 1–9.DOI: https://doi.org/10.1080/14786419.2019.1622106.
- Tsypysheva IP, Lobov AN, Kovalskaya AV, Vinogradova VI, Suponitsky KY, Khursan SL, Yunusov MS. 2013. Synthesis of Diels-Alder adducts of quinolizidine alkaloids N-methylcytisine, (−)-leontidine and (−)-thermopsine with N-phenylmaleimide. Tetrahedron Asymmetry. 24(20):1318–1323.
- Tutka P, Vinnikov D, Courtney RJ, Benowitz NL. 2019. Cytisine for nicotine addiction treatment: a review of pharmacology, therapeutics and an update of clinical trial evidence for smoking cessation. Addiction. 114(11):1951–1969.
- Tzankova V, Danchev N. 2007. Cytisine - from ethomedical use to the development as a natural alternative for smoking cessation. Biotechnol Biotechnol Equip. 21(2):151–160.
- Varma RS, Kumar D. 1999. Microwave-accelerated solvent-free synthesis of thioketones, thiolactones, thioamides, thionoesters, and thioflavonoids. Org Lett. 1(5):697–700.
- Zhao C, Rakesh KP, Ravidar L, Fang W-Y, Qin H-L. 2019. Pharmaceutical and medicinal significance of sulfur (SVI)-containing motifs for drug discovery: a critical review. Eur J Med Chem. 162:679–734.