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Collect. Czech. Chem. Commun. 1982, 47, 644-663
https://doi.org/10.1135/cccc19820644

The structure of yatein. Determination of the positions, and configurations of benzyl groups in lignans of the 2,3-dibenzylbutyrolactone type

Juraj Harmatha, Miloš Buděšínský and Antonín Trka

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6

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  • Zhou Jun-Su, Yao Jia-Ying, Gao Yuan, Liu Qun-Fang, Zhou Bin, He Shi-Jun, Zhao Jin-Xin, Yue Jian-Min: Sumatranins A–J: Lignans with Immunosuppressive Activity from Cleistanthus sumatranus. J. Nat. Prod. 2023, 86, 1606. <https://doi.org/10.1021/acs.jnatprod.3c00300>
  • Batool Azra, Miana Ghulam Abbas, Alam Mahboob, Khan Muhammad Tariq, Muddassir Muhammad, Zaman Wajid, Saifullah Khan, Aman Akhtar, Khusro Ameer, Arasu Mariadhas Valan, Al-Dhabi Naif Abdullah, Choi Ki Choon, Sahibzada Muhammad Umar Khayam: Bioassay-guided fractionation and isolation of Arctigenin from Saussurea heteromalla for in vitro and in silico cytotoxic activity against HeLa cells. Physiological and Molecular Plant Pathology 2022, 117, 101749. <https://doi.org/10.1016/j.pmpp.2021.101749>
  • Orčić Dejan, Berežni Sanja, Škorić Dušan, Mimica-Dukić Neda: Comprehensive study of Anthriscus sylvestris lignans. Phytochemistry 2021, 192, 112958. <https://doi.org/10.1016/j.phytochem.2021.112958>
  • Antúnez-Mojica Mayra, Romero-Estrada Antonio, Hurtado-Díaz Israel, Miranda-Molina Alfonso, Alvarez Laura: Lignans from Bursera fagaroides: Chemistry, Pharmacological Effects and Molecular Mechanism. A Current Review. Life 2021, 11, 685. <https://doi.org/10.3390/life11070685>
  • Qiao, Khutsishvili, Alizade, Atha, Borris: Labdane and Abietane Diterpenoids from Juniperus oblonga and Their Cytotoxic Activity. Molecules 2019, 24, 1561. <https://doi.org/10.3390/molecules24081561>
  • Gigliarelli Giulia, Zadra Claudia, Cossignani Lina, Robles Zepeda Ramon Enrique, Rascón-Valenzuela Luisa Alondra, Velázquez-Contreras Carlos Arturo, Marcotullio Maria Carla: Two new lignans from the resin of Bursera microphylla A. gray and their cytotoxic activity. Natural Product Research 2018, 32, 2646. <https://doi.org/10.1080/14786419.2017.1375922>
  • Pohjoispää Monika, Wähälä Kristiina: Electrophilic Aromatic Deuteration of Lignans: Mostly Reliable but Occasionally Aberrant Selectivities. J. Agric. Food Chem. 2015, 63, 7595. <https://doi.org/10.1021/acs.jafc.5b00214>
  • Harmatha Juraj, Zídek Zdeněk, Kmoníčkova Eva, Šmidrkal Jan: Immunobiological properties of selected natural and chemically modified phenylpropanoids. Interdisciplinary Toxicology 2011, 4. <https://doi.org/10.2478/v10102-011-0002-1>
  • Khan Amna Nisar, Fatima Itrat, Khaliq Urooj Abdul, Malik Abdul, Miana Ghulam Abbas, Qureshi Zia-ur-Rehman, Rasheed Huma: Potent Anti-Platelet Constituents from Centaurea iberica. Molecules 2011, 16, 2053. <https://doi.org/10.3390/molecules16032053>
  • Lin Rong-Jyh, Chen Chung-Yi, Lo Wen-Li: Cytotoxic activity ofIpomoea cairica. Natural Product Research 2008, 22, 747. <https://doi.org/10.1080/14786410701628739>
  • Harmatha Juraj, Buděšínský Miloš, Vokáč Karel, Pavlík Milan, Grüner Karel, Laudová Věra: Lignan Glucosides and Serotonin Phenylpropanoids from the Seeds of Leuzea carthamoides. Collect. Czech. Chem. Commun. 2007, 72, 334. <https://doi.org/10.1135/cccc20070334>
  • Schmidt Thomas J., Stausberg Sabine, Raison Jeanette Von, Berner Matthias, Willuhn Günter: Lignans fromArnicaspecies† ‡. Natural Product Research 2006, 20, 443. <https://doi.org/10.1080/14786410500218591>
  • da Silva Rosangela, Pedersoli Susimaire, Lacerda Valdemar, Donate Paulo Marcos, de Albuquerque Sérgio, Bastos Jairo Kenupp, de Matos Araújo Ana Lúcia Santos, e Silva Márcio Luis Andrade: Complete assignments of 1H and 13C NMR spectral data for benzylidenebenzyl butyrolactone lignans. Magnetic Reson in Chemistry 2005, 43, 966. <https://doi.org/10.1002/mrc.1655>
  • Barrero Alejandro F., Quı́lez del Moral José F., Herrador M. Mar, Akssira Mohamed, Bennamara Ahmed, Akkad Said, Aitigri Mohamed: Oxygenated diterpenes and other constituents from Moroccan Juniperus phoenicea and Juniperus thurifera var. africana. Phytochemisry 2004, 65, 2507. <https://doi.org/10.1016/j.phytochem.2004.07.021>
  • Harmatha Juraj, Dinan Laurence: Biological activities of lignans and stilbenoids associated with plant-insect chemical interactions. Phytochemistry Reviews 2003, 2, 321. <https://doi.org/10.1023/B:PHYT.0000045494.98645.a3>
  • Medarde Manuel, De Clairac Rafael Peláez Lamamié, Tomé Fernando, López Jose Luis, Feliciano Arturo San: Synthesis of Heterocyclic Analogues of Lignans (Heterolignans). Archiv der Pharmazie 1994, 327, 91. <https://doi.org/10.1002/ardp.19943270206>
  • Feliciano Arturo San, Medarde Manuel, de Clairac Rafael Pelaez Lamamie, López Jose Luis, Puebla Pilar, Gravalos M Dolores García, Lázaro Pilar Ruiz, de Quesada M Teresa García: Synthesis and Biological Activity of Bromolignans and Cyclolignans. Archiv der Pharmazie 1993, 326, 421. <https://doi.org/10.1002/ardp.19933260709>
  • Jensen Søren, Hansen Jesper, Boll Per M.: Lignans and neolignans from piperaceae. Phytochemisry 1993, 33, 523. <https://doi.org/10.1016/0031-9422(93)85442-T>
  • Sackett Dan L.: Podophyllotoxin, steganacin and combretastatin: Natural products that bind at the colchicine site of tubulin. Pharmacology & Therapeutics 1993, 59, 163. <https://doi.org/10.1016/0163-7258(93)90044-E>
  • Almeida Jesus F., Grande Manuel, Moran Joaquín R., Anaya Josefa, Mussons Ma Luisa, Caballero Ma Cruz: Synthesis of the 3-hydroxy oxiracetam enantiomers, potential nootropic drugs. Tet Asymm 1993, 4, 2483. <https://doi.org/10.1016/S0957-4166(00)82227-2>
  • Jaensch M., Jakupovic J., King R.M., Robinson H.: Pyrones and other constituents from Podolepis species. Phytochemisry 1989, 28, 3497. <https://doi.org/10.1016/0031-9422(89)80372-3>
  • Fang Jim-Min, Hsu Kuo-Chio, Cheng Yu-Shia: Lignans from leaves of Calocedrus formosana. Phytochemistry 1989, 28, 3553. <https://doi.org/10.1016/0031-9422(89)80393-0>
  • Koul S.K., Taneja S.C., Pushpangadan P., Dhar K.L.: Lignans of Piper trichostachyon. Phytochemisry 1988, 27, 1479. <https://doi.org/10.1016/0031-9422(88)80219-X>
  • Kamil Widad M., Dewick Paul M.: Biosynthetic relationship of aryltetralin lactone lignans to dibenzylbutyrolactone lignans. Phytochemistry 1986, 25, 2093. <https://doi.org/10.1016/0031-9422(86)80072-3>
  • Evcim Umran, Gōzler Belkis, Freyer Alan J., Shamma Maurice: Haplomyrtin and (−)-haplomyrfolin: two lignans from haplophyllum myrtifolium. Phytochemistry 1986, 25, 1949. <https://doi.org/10.1016/S0031-9422(00)81181-4>
  • Badheka Lalit P., Prabhu Bharathi R., Mulchandani Newand B.: Dibenzylbutyrolactone lignans from Piper cubeba. Phytochemisry 1986, 25, 487. <https://doi.org/10.1016/S0031-9422(00)85506-5>
  • Agrawal P. K., Thakur R. S.: 13C NMR Spectroscopy of lignan and neolignan derivatives. Magnetic Reson in Chemistry 1985, 23, 389. <https://doi.org/10.1002/mrc.1260230602>
  • R. Prabhu Bharathi, B. Mulchandani Newand: Lignans from Piper cubeba. Phytochemistry 1985, 24, 329. <https://doi.org/10.1016/S0031-9422(00)83546-3>