Abstract
Natural products refer to chemical components or metabolites produced by a living organism inside human beings and animals, plants, insects, marine lives and microorganisms (Xu et al Introduction to natural product chemistry, Science Press, Beijing, pp 1–98, 2006 [1]). Natural products are very important for drug discovery, because more than one third of the drugs in current clinical use come directly from natural products or derivatives developed with active ingredients of nature products as the lead compounds. China is famous for its massive land as well as its enrichment in natural product resources.
Access this chapter
Tax calculation will be finalised at checkout
Purchases are for personal use only
References
Xu R, Ye Y, Zhao W (2006) Introduction to natural product chemistry, 1st edn. Science Press, Beijing, pp 1–98
Wöhler F (1828) Ueber künstliche bildung des harnstoffe. Pogg Ann Phys Chem 12:253–256
Suh EM, Kishi Y (1994) Synthesis of palytoxin from palytoxin carboxylic acid. J Am Chem Soc 116:11205–11206
WikiPedia (2012) Vancomycin. http://www.wikipedia.org. Accessed 18 April, 2012
Levine DP (2006) Vancomycin: a history. Clin Infect Dis 42:S5–S12
Griffith RS (1981) Introduction to vancomycin. Rev Infect Dis 3:200–204
Xie J, Pierce JG, James RC et al (2011) A redesigned vancomycin engineered for dual D-Ala-D-Ala and D-Ala-D-Lac binding exhibits potent antimicrobial activity against vancomycin-resistant bacteria. J Am Chem Soc 133:13946–13949
Breitmaier E (2006) Terpenes: flavors, fragrances, pharmaca, pheromones. Wiley, Weinheim
Maimone TJ, Baran PS (2007) Modern synthetic efforts toward biologically active terpenes. Nat Chem Biol 3:396–407
Streitwieser AH, Kosower EM (1992) Introduction to organic chemistry. MacMillan Publishing Company, New York
Ruzicka L (1953) The isoprene rule and the biogenesis of terpenic compounds. Experientia 9:357–367
Fujita E, Node M (1984) Diterpenoids of rabdosia species. Prog Chem Org Nat Prod 46:77–157
Thurlow KJ (1998) Chemical nomenclature, 1st edn. Kluwer Academic Publisher, Norwell, pp P55–P101
Dewick PM (1995) The biosynthesis of C5–C20 terpenoid compounds. Nat Prod Rep 12:507–534
Wang L, Zhao WL, Yan JS et al (2007) Eriocalyxin B induces apoptosis of t(8;21) leukemia cells through NF-κB and MAPK signaling pathways and triggers degradation of AML1-ETO oncoprotein in a caspase-3-dependent manner. Cell Death Differ 14:306–317
Sun HD, Xu Y, Jiang B (2001) Diterpenoids of Isodon species, 1st edn. Science Press, Beijing, pp p1–p122
Yu D, Wu Y (2005) Advances in natural product chemistry, 1st edn. Chemical Industry Press, Beijing, pp P1–P155
Sun HD, Li S (2012) Diterpenoids chemistry, 1st edn. Chemical Industry Press, Beijing, pp P1–P89
Li S-H, Wang J, Niu X-M et al (2004) Maoecrystal V, cytotoxic diterpenoid with a novel C19 skeleton from Isodon eriocalyx (Dunn.) Hara. Org Lett 6:4327–4330
Sun H-D, Huang S-X, Han Q-B (2006) Diterpenoids from Isodon species and their biological activities. Nat Prod Rep 23:673–698
Shen Y-H, Wen Z-Y, Xu G et al (2005) Cytotoxic ent-kaurane diterpenoids from Isodon eriocalyx. Chem Biodivers 2:1665–1672
Gong J, Lin G, Li C-C et al (2009) Synthetic study toward the total synthesis of Maoecrystal V. Org Lett 11:4770–4773
Baran PS, Richter JM (2004) Direct coupling of indoles with carbonyl compounds: short, enantioselective, gram-scale synthetic entry into the hapalindole and fischerindole alkaloid families. J Am Chem Soc 126:7450–7451
Baran PS, Richter JM, Lin DW (2005) Direct coupling of pyrroles with carbonyl compounds: short enantioselective synthesis of (S)-ketorolac. Angew Chem Int Ed 44:609–612
Demartino MP, Chen K, Baran PS (2008) Intermolecular enolate heterocoupling: scope, mechanism, and application. J Am Chem Soc 130:11546–11560
Magdziak D, Meek SJ, Pettus TRR (2004) Cyclohexadienone ketals and quinols: four building blocks potentially useful for enantioselective synthesis. Chem Rev 104:1383–1430
Pinhey JT (1991) Organolead(IV) tricarboxylates, new reagents for organic synthesis. Aust J Chem 44:1353–1382
Nicolaou KC, Sun Y-P, Peng X-S et al (2008) Total synthesis of (+)-cortistatin A. Angew Chem Int Ed 47:7310–7313
Ihara M, Makita K, Tokunaga Y et al (1994) Stereoselective formation of three carbon–carbon bonds by cascade reaction with enolate anion: synthesis of tricyclo [6.2.2.01,6] dodecane and tricyclo [5.3.1.03,8] undecane derivatives. J Org Chem 59:6008–6013
Liu Z, Meinwald J (1996) 5-(trimethylstannyl)-2H-pyran-2-one and 3-(trimethylstannyl)-2H-pyran-2-one: new 2H-pyran-2-one synthons. J Org Chem 61:6693–6699
Krawczuk PJ, Schone N, Baran PS (2009) A synthesis of the carbon skeleton of Maoecrystal V. Org Lett 11:4774–4776
Peng F, Yu M, Danishefsky SJ (2009) Synthetic studies toward Maoecrystal V. Tetrahedron Lett 50:6586–6587
Peng F, Danishefsky SJ (2011) Toward the total synthesis of Maoecrystal V: an intramolecular Diels–Alder route to the Maoecrystal V pentacyclic core with the appropriate relative stereochemistry. Tetrahedron Lett 52:2104–2106
Nicolaou KC, Dong L, Deng L et al (2010) Synthesis of functionalized Maoecrystal V core structures. Chem Commun 46:70–72
Dong L, Deng L, Lim YH et al (2011) Synthesis of an advanced Maoecrystal V core structure. Chem Eur J 17:5778–5781 S5778/5771–S5778/5740
Singh V, Bhalerao P, Mobin SM (2010) A tandem oxidative dearomatization/intramolecular Diels-Alder reaction: a short and efficient entry into tricyclic system of Maoecrystal V. Tetrahedron Lett 51:3337–3339
Lazarski KE, Hu DX, Stern CL et al (2010) A synthesis of the carbocyclic core of Maoecrystal V. Org Lett 12:3010–3013
Baitinger I, Mayer P, Trauner D (2010) Toward the total synthesis of Maoecrystal V: establishment of contiguous quaternary stereocenters. Org Lett 12:5656–5659
Gu Z, Zakarian A (2011) Studies toward the synthesis of Maoecrystal V. Org Lett 13:1080–1082
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
Copyright information
© 2014 Springer-Verlag Berlin Heidelberg
About this chapter
Cite this chapter
Gong, J. (2014). Research Background of Total Synthesis of Natural Product Maoecrystal V and Its Family. In: Total Synthesis of (±)-Maoecrystal V. Springer Theses. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-54304-3_1
Download citation
DOI: https://doi.org/10.1007/978-3-642-54304-3_1
Published:
Publisher Name: Springer, Berlin, Heidelberg
Print ISBN: 978-3-642-54303-6
Online ISBN: 978-3-642-54304-3
eBook Packages: Chemistry and Materials ScienceChemistry and Material Science (R0)