Crossref Cited-by Linking logo

Collect. Czech. Chem. Commun. 1978, 43, 3210-3226
https://doi.org/10.1135/cccc19783210

On the validity of the "cis/trans" lactone rule for allylic coupling constants of the α-exomethylene protons in natural sesquiterpenic α-exomethylene γ-lactones

Zdeněk Samek

Crossref Cited-by Linking

  • Mohammed Magdy M.D., Christensen Lars P., Colla Paolo L.: Isolation and anti-HIV-1 activity of a new sesquiterpene lactone from Calocephalus brownii F. Muell. Natural Product Research 2014, 28, 221. <https://doi.org/10.1080/14786419.2012.755970>
  • Samek Z., Holub M., Bloszyk E., Drozdż B.: Über die Struktur von Schkuhriolid - einem neuen Lacton aus Schkuhria schkuhrioides (LINK et OTTO) THELLUNG. Z. Chem. 2010, 19, 449. <https://doi.org/10.1002/zfch.19790191211>
  • Izbosarov M. B., Abduazimov B. Kh., Yusupova I. M., Tashkhodzhaev B., Vdovin A. D., Abdullaev N. D.: Germacranolide fromTanacetopsis mucronata. Chem Nat Compd 1998, 34, 456. <https://doi.org/10.1007/BF02329594>
  • Goren Nezhun, Cai Ping, Scott Lincoln, Tianosoa-Ramomonjy Manoelson, Snyder John K.: A new germacranolide from Tanacetum densum ssp sivasicum (Compositae). Tetrahedron 1995, 51, 4627. <https://doi.org/10.1016/0040-4020(95)00164-4>
  • Merfort Irmgard, Wendisch Detlef: Sesquiterpene lactones of Arnica cordifolia, subgenus Austromontana. Phytochemistry 1993, 34, 1436. <https://doi.org/10.1016/0031-9422(91)80046-4>
  • Brown Geoffrey D.: Annulide, a sesquiterpene lactone from Artemisia annua. Phytochemistry 1993, 32, 391. <https://doi.org/10.1016/S0031-9422(00)95001-5>
  • Pradhan P., Chintalwar G. J., Banerji A.: Stereochemistry of a Guaianolide fromCyathocline Purpureaby High Resolution NMR Spectroscopy. Spectroscopy Letters 1993, 26, 997. <https://doi.org/10.1080/00387019308011588>
  • Sigstad Emma E., Catalán César A.N., Gutiérrez Alicia B., Diaz Jesús G., Goedken Virgil L., Herz Werner: Guaianolides and germacranolides from Stevia grisebachiana. Phytochemistry 1991, 30, 1933. <https://doi.org/10.1016/0031-9422(91)85043-Y>
  • Moiseeva G. P., Abduazimov B. Kh.: Stereochemical features of the structure of germacrane lactones and the applicability of Geissman's rule in this series. Chem Nat Compd 1990, 26, 630. <https://doi.org/10.1007/BF00630070>
  • Topcu Gülaçti, Öksüz Sevil: Guaianolides from Inula anatolica. Phytochemistry 1990, 29, 3666. <https://doi.org/10.1016/0031-9422(90)85299-U>
  • Tori Motoo, Miyazaki Naomi, Kondo Keiko, Taira Zenei, Asakawa Yoshinori: Nepalensolide A, Novel Sesquiterpene Lactone from the LiverwortFrullania nepalensis.Compound Breaking the Samek Rule. A Study by NOE and X-Ray. Chem. Lett. 1990, 19, 2115. <https://doi.org/10.1246/cl.1990.2115>
  • Tori Motoo, Yoshimura Shin, Kuroda Chiaki, Asakawa Yoshinori: Revisit to the Samek Rule. A Comparative Study on Lactone Configurations by Synthesis, NMR, and MM2. Chem. Lett. 1990, 19, 2117. <https://doi.org/10.1246/cl.1990.2117>
  • Calderon José S., Quijano Leovigildo, Gómez-Garibay Federjco, Sanchez Donato M., Rios Tirso, Fronczek Frank R.: Sesquiterpene lactones from Stevia ovata and crystal structure of 11,13-dehydroeriolin. Phytochemistry 1987, 26, 1747. <https://doi.org/10.1016/S0031-9422(00)82281-5>
  • Delgado Guillermo, Guzmán Salvador, De Vivar Alfonso Romo: Schkuhridin a and schkuhridin B, C-14β,H-5α-elemanolides from schkuhria schkuhrioides. Phytochemistry 1987, 26, 755. <https://doi.org/10.1016/S0031-9422(00)84780-9>
  • Ortega Alfredo, Maldonado Emma: Elemanolides from zinnia flavicoma. Phytochemistry 1985, 24, 2635. <https://doi.org/10.1016/S0031-9422(00)80684-6>
  • Ortega Alfredo, Maldonado Emma, Fronczek Frank R., Delord Terry J., Chiari Giacomo: Elemanolides from Verbesina seattonii. Phytochemistry 1985, 24, 1755. <https://doi.org/10.1016/S0031-9422(00)82546-7>
  • Moiseeva G. P., Yusupova I. M., Kasymov Sh. Z., Yusupov M. I.: Circular dichroism of guaianolides and the products of their amination. Chem Nat Compd 1984, 20, 683. <https://doi.org/10.1007/BF00580022>
  • Cassady J. M., Bean M. F., McLaughlin J. L., Aynehchi Y.: Structure revision and cytotoxicity of the germacranolide, stizolicin, fromStizolophus balsamitus (Asteraceae). Experientia 1984, 40, 930. <https://doi.org/10.1007/BF01946442>
  • Gershenzon Jonathan, Liu Yong-long, Mabry Tom J., Korp James D., Bernal Ivan: Germacranolides from Viguiera microphylla. Phytochemistry 1984, 23, 1281. <https://doi.org/10.1016/S0031-9422(00)80442-2>
  • Gershenzon Jonathan, Mabry Tom J.: Sesquiterpene lactones from a texas population of Helianthus maximiliani. Phytochemistry 1984, 23, 1959. <https://doi.org/10.1016/S0031-9422(00)84950-X>
  • Quijano Leovigildo, Calderon Jose S., Gomez G.Federico, Lopez P.Jesus, Rios Tirso, Fronczek Frank R.: The crystal structure of 6-epi-desacetyllaurenobiolide, a germacra-1(10),4-diene-12,8α-olide from Montanoa grandiflora. Phytochemistry 1984, 23, 1971. <https://doi.org/10.1016/S0031-9422(00)84952-3>
  • Gershenzon J., Pfeil R.M., Liu Y.L., Mabry T.J., Turner B.L.: Sesquiterpene lactones from two newly-described species of Vernonia: V. jonesii and V. pooleae. Phytochemistry 1984, 23, 777. <https://doi.org/10.1016/S0031-9422(00)85024-4>
  • Quijano L., Calderón J.S., Gómez F., Ríos T.: Zoapatanolide A and B, two new heliangolides from Montanoa tomentosa. Phytochemistry 1982, 21, 2041. <https://doi.org/10.1016/0031-9422(82)83039-2>
  • Beauhaire J., Fourrey J.L., Lallemand J.Y., Vullhorgne M.: Dimeric sesquiterpene lactone. Structure of isoabsinthin acid isomerization of absinthin derivatives. Tetrahedron Letters 1981, 22, 2269. <https://doi.org/10.1016/S0040-4039(01)92907-7>
  • Quijano L., Calderón J.S., G F.Gómez, Garduño J.T., Ríos T.C.: Deltoidin A and B, two new germacrolides from Eupatorium deltoideum. Phytochemistry 1980, 19, 1975. <https://doi.org/10.1016/0031-9422(80)83016-0>
  • Seaman Fred C., Fischer Nikolaus H.: New germacrolide- and heliangolide-type sesquiterpene lactones from Melampodium linearilobum. Phytochemistry 1980, 19, 849. <https://doi.org/10.1016/0031-9422(80)85125-9>
  • Tahara Toshie, Sakuda Yoshitsugu, Kodama Mitsuaki, Fukazawa Yoshimasa, Itô Shô, Kawazu Kazuyoshi, Nakajima Shuhei: Structures of xantholides A and B, two new guaianolides from xanthium canadense mill. Tetrahedron Letters 1980, 21, 1861. <https://doi.org/10.1016/S0040-4039(00)92799-0>
  • Samek Zdeněk, Holub Miroslav, Rychlewska Urszula, Grabarczyk Halina, Dro· Bodhan: Germacra-1(10),4-diene-cis-6,12-olides: a novel stereochemical group of natural sesquiterpenic lactones from ursinia anthemoides (L.) poiret. Tetrahedron Letters 1979, 20, 2691. <https://doi.org/10.1016/S0040-4039(01)86388-7>