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Loliolide from Salvia divinorum
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    Loliolide from Salvia divinorum
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    Journal of Natural Products

    Cite this: J. Nat. Prod. 1986, 49, 1, 171
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    https://doi.org/10.1021/np50043a031
    Published January 1, 1986

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    This article is cited by 42 publications.

    1. Yi-Bing Wu, Zhi-Yu Ni, Qing-Wen Shi, Mei Dong, Hiromasa Kiyota, Yu-Cheng Gu, and Bin Cong . Constituents from Salvia Species and Their Biological Activities. Chemical Reviews 2012, 112 (11) , 5967-6026. https://doi.org/10.1021/cr200058f
    2. Shi-Yie Cheng, Ki-Jhih Huang, Shang-Kwei Wang, Zhi-Horng Wen, Pei-Wen Chen and Chang-Yih Duh. Antiviral and Anti-inflammatory Metabolites from the Soft Coral Sinularia capillosa. Journal of Natural Products 2010, 73 (4) , 771-775. https://doi.org/10.1021/np9008078
    3. Thomas E. Prisinzano and Richard B. Rothman . Salvinorin A Analogs as Probes in Opioid Pharmacology. Chemical Reviews 2008, 108 (5) , 1732-1743. https://doi.org/10.1021/cr0782269
    4. Osamu Shirota,, Kumi Nagamatsu, and, Setsuko Sekita. Neo-clerodane Diterpenes from the Hallucinogenic Sage Salvia divinorum. Journal of Natural Products 2006, 69 (12) , 1782-1786. https://doi.org/10.1021/np060456f
    5. Andrea K. Bigham,, Thomas A. Munro,, Mark A. Rizzacasa, and, Roy M. Robins-Browne. Divinatorins A−C, New Neoclerodane Diterpenoids from the Controlled Sage Salvia divinorum. Journal of Natural Products 2003, 66 (9) , 1242-1244. https://doi.org/10.1021/np030313i
    6. Leander J. Valdés III,, Hui-Ming Chang,, Daniel C. Visger, and, Masato Koreeda. Salvinorin C, a New Neoclerodane Diterpene from a Bioactive Fraction of the Hallucinogenic Mexican Mint Salvia divinorum. Organic Letters 2001, 3 (24) , 3935-3937. https://doi.org/10.1021/ol016820d
    7. Alcina M. M. B. Morais, Decha Kumla, Valter F. R. Martins, Ana Alves, Luis Gales, Artur M. S. Silva, Paulo M. Costa, Sharad Mistry, Anake Kijjoa, Rui M. S. C. Morais. Monoterpene Hydroxy Lactones Isolated from Thalassiosira sp. Microalga and Their Antibacterial and Antioxidant Activities. Molecules 2024, 29 (21) , 5175. https://doi.org/10.3390/molecules29215175
    8. Cheng-Yu Chu, Shi-Fang Li, Xiao-Xiao Huang, Shao-Jiang Song. Chemical constituents from the leaves of Viburnum odoratissimum and their chemotaxonomic significance. Biochemical Systematics and Ecology 2024, 112 , 104760. https://doi.org/10.1016/j.bse.2023.104760
    9. Ta-Wei Liu, Sui-Wen Hsiao, Chi-Ting Lin, George Hsiao, Ching-Kuo Lee. Anti-Aging Constituents from Pinus morrisonicola Leaves. Molecules 2023, 28 (13) , 5063. https://doi.org/10.3390/molecules28135063
    10. Ei Han Kyaw, Arihiro Iwasaki, Kiyotake Suenaga, Hisashi Kato-Noguchi. Allelopathy of the Medicinal Plant Dregea volubilis (L.f.) Benth. ex Hook.f. and Its Phytotoxic Substances with Allelopathic Activity. Agronomy 2022, 12 (2) , 303. https://doi.org/10.3390/agronomy12020303
    11. Minmin Tang, Xueming Zhou, Jin Cai, Guangying Chen. Chemical constituents from the fresh flower buds of Musa nana and their chemotaxonomic significance. Biochemical Systematics and Ecology 2021, 99 , 104348. https://doi.org/10.1016/j.bse.2021.104348
    12. Gunar Vingre da Silva Mota, Fabio Luiz Paranhos Costa. A theoretical study to the loliolide molecule and its isomers: a study by circular dichroism, QTAIM, and NMR theoretical methods. Journal of Molecular Modeling 2021, 27 (4) https://doi.org/10.1007/s00894-021-04725-0
    13. Kawsar Hossen, Arihiro Iwasaki, Kiyotake Suenaga, Hisashi Kato-Noguchi. Phytotoxic Activity and Growth Inhibitory Substances from Albizia richardiana (Voigt.) King & Prain. Applied Sciences 2021, 11 (4) , 1455. https://doi.org/10.3390/app11041455
    14. Andrei G. Kutateladze, Elizabeth H. Krenske, Craig M. Williams. Reassignments and Corroborations of Oxo‐Bridged Natural Products Directed by OSE and DU8+ NMR Computation. Angewandte Chemie 2019, 131 (21) , 7181-7186. https://doi.org/10.1002/ange.201902777
    15. Andrei G. Kutateladze, Elizabeth H. Krenske, Craig M. Williams. Reassignments and Corroborations of Oxo‐Bridged Natural Products Directed by OSE and DU8+ NMR Computation. Angewandte Chemie International Edition 2019, 58 (21) , 7107-7112. https://doi.org/10.1002/anie.201902777
    16. Farhana Zaman, Arihiro Iwasaki, Kiyotake Suenaga, Hisashi Kato-Noguchi. Two allelopathic substances from Paspalum commersonii Lam.. Acta Agriculturae Scandinavica, Section B — Soil & Plant Science 2018, 68 (4) , 342-348. https://doi.org/10.1080/09064710.2017.1401114
    17. Yu-Chia Chang, Tsong-Long Hwang, Chih-Hua Chao, Ping-Jyun Sung. New Marine Sterols from a Gorgonian Pinnigorgia sp.. Molecules 2017, 22 (3) , 393. https://doi.org/10.3390/molecules22030393
    18. Md. Shafiqul Islam, Arihiro Iwasaki, Kiyotake Suenaga, Hisashi Kato-Noguchi. Isolation and identification of two potential phytotoxic substances from the aquatic fern Marsilea crenata. Journal of Plant Biology 2017, 60 (1) , 75-81. https://doi.org/10.1007/s12374-016-0408-6
    19. . I. Abstammung und Rechtsstatus in der korporativen Gesellschaft. 2016, 31-102. https://doi.org/10.7788/9783412506827-003
    20. Yukiko Yamashita-Higuchi, Sachiko Sugimoto, Katsuyoshi Matsunami, Masanori Inagaki, Hideaki Otsuka, Yoshio Takeda. Nitrile-Containing Phenolic Glucosides from the Leaves of Glochidion acuminatum. CHEMICAL ^|^ PHARMACEUTICAL BULLETIN 2015, 63 (1) , 49-53. https://doi.org/10.1248/cpb.c14-00638
    21. Tran Thi Ngoc Bich, Hisashi Kato-Noguchi. Isolation and identification of a phytotoxic substance from the emergent macrophyte Centrostachys aquatica. Botanical Studies 2014, 55 (1) https://doi.org/10.1186/s40529-014-0059-1
    22. Hisashi Kato-Noguchi, Mayumi Moriyasu, Osamu Ohno, Kiyotake Suenaga. Growth limiting effects on various terrestrial plant species by an allelopathic substance, loliolide, from water hyacinth. Aquatic Botany 2014, 117 , 56-61. https://doi.org/10.1016/j.aquabot.2014.05.001
    23. Panagiota Georgantea, Efstathia Ioannou, Constantinos Vagias, Vassilios Roussis. Bisabolane and chamigrane sesquiterpenes from the soft coral Pseudopterogorgia rigida. Phytochemistry Letters 2014, 8 , 86-91. https://doi.org/10.1016/j.phytol.2014.02.006
    24. Ivan Casselman, Catherine J. Nock, Hans Wohlmuth, Robert P. Weatherby, Michael Heinrich. From local to global—Fifty years of research on Salvia divinorum. Journal of Ethnopharmacology 2014, 151 (2) , 768-783. https://doi.org/10.1016/j.jep.2013.11.032
    25. François P. Bi Koffi Kouamé, Virginie Silvestre, Gustave Bedi, Denis Loquet, Richard J. Robins, Illa Tea. Phytochemical investigation of the leaves of Leptoderris fasciculata. Phytochemistry Letters 2013, 6 (2) , 253-256. https://doi.org/10.1016/j.phytol.2013.02.009
    26. Liaqat Ali, Tania Shamim Rizvi, Manzoor Ahmad, Farzana Shaheen. New iridoid glycoside from Gratiola officinalis. Journal of Asian Natural Products Research 2012, 14 (12) , 1191-1195. https://doi.org/10.1080/10286020.2012.734299
    27. Sybilla M. Zajdel, Konstantia Graikou, Kazimierz Głowniak, Ioanna Chinou. Chemical analysis of Penstemon campanulatus (Cav.) Willd. — Antimicrobial activities. Fitoterapia 2012, 83 (2) , 373-376. https://doi.org/10.1016/j.fitote.2011.11.021
    28. Ye Deng, Young-Won Chin, Hee-Byung Chai, Esperanza Carcache de Blanco, Leonardus B.S. Kardono, Soedarsano Riswan, Djaja D. Soejarto, Norman R. Farnsworth, A. Douglas Kinghorn. Phytochemical and bioactivity studies on constituents of the leaves of Vitex quinata. Phytochemistry Letters 2011, 4 (3) , 213-217. https://doi.org/10.1016/j.phytol.2011.03.007
    29. Xiudong Yang, Min-Cheol Kang, Ki-Wan Lee, Sung-Myung Kang, Won-Woo Lee, You-Jin Jeon. Antioxidant activity and cell protective effect of loliolide isolated from Sargassum ringgoldianum subsp. coreanum. ALGAE 2011, 26 (2) , 201-208. https://doi.org/10.4490/algae.2011.26.2.201
    30. Peng Xiang Lai, Qing Lin Ma, Kyung Ho Row. A New Acetophenone Derivative and other Constituents from Senecio Vulgaris. Journal of Chemical Research 2010, 34 (9) , 514-516. https://doi.org/10.3184/030823410X12830855365409
    31. Gabriel G. Llanos, Rosa M. Varela, Ignacio A. Jiménez, José M. G. Molinillo, Francisco A. Macías, Isabel L. Bazzocchi. Metabolites from Withania aristata with Potential Phytotoxic Activity. Natural Product Communications 2010, 5 (7) https://doi.org/10.1177/1934578X1000500712
    32. Wei‐Dong Xie, Cheng‐Wu Weng, Xue Gao, Hong Zhao, Kyung‐Ho Row. A New Farnesene Derivative and Other Constituents from Senecio Cannabifolius. Journal of the Chinese Chemical Society 2010, 57 (3A) , 436-438. https://doi.org/10.1002/jccs.201000065
    33. James R. Hanson. Natural Products from the Hallucinogenic Sage. Science Progress 2010, 93 (2) , 171-180. https://doi.org/10.3184/003685010X12626983776947
    34. Wei-Dong Xie, Yu-Fang Niu, Peng-Xiang Lai, Kyung-Ho Row. Sesquiterpenoids and Other Constituents from Senecio argunensis. Chemical and Pharmaceutical Bulletin 2010, 58 (7) , 991-994. https://doi.org/10.1248/cpb.58.991
    35. Anthony Lozama, Thomas E. Prisinzano. Chemical methods for the synthesis and modification of neoclerodane diterpenes. Bioorganic & Medicinal Chemistry Letters 2009, 19 (18) , 5490-5495. https://doi.org/10.1016/j.bmcl.2009.07.069
    36. Junsei Taira, Hitoshi Nanbu, Katsuhiro Ueda. Nitric oxide-scavenging compounds in Agrimonia pilosa Ledeb on LPS-induced RAW264.7 macrophages. Food Chemistry 2009, 115 (4) , 1221-1227. https://doi.org/10.1016/j.foodchem.2009.01.030
    37. Li Pan, Michelle R. Sinden, Aaron H. Kennedy, Heebyung Chai, Linda E. Watson, Terrence L. Graham, A. Douglas Kinghorn. Bioactive constituents of Helianthus tuberosus (Jerusalem artichoke). Phytochemistry Letters 2009, 2 (1) , 15-18. https://doi.org/10.1016/j.phytol.2008.10.003
    38. Mohamed El Hattab, Gérald Culioli, Robert Valls, Mireille Richou, Louis Piovetti. Apo-fucoxanthinoids and loliolide from the brown alga Cladostephus spongiosus f. verticillatus (Heterokonta, Sphacelariales). Biochemical Systematics and Ecology 2008, 36 (5-6) , 447-451. https://doi.org/10.1016/j.bse.2007.08.016
    39. Mi -Ran Kim, Seung -Kyu Lee, Chang -Soo Kim, Kyung -Soon Kim, Dong -Cheul Moon. Phytochemical constituents ofCarpesium macrocephalum FR- et SAV-. Archives of Pharmacal Research 2004, 27 (10) , 1029-1033. https://doi.org/10.1007/BF02975426
    40. Yoshikazu Hiraga, Kazuya Taino, Masashi Kurokawa, Ryukichi Takagi, Katsuo Ohkata. (−)-Loliolide and Other Germination Inhibitory Active Constituents in Equisetum Arvense. Natural Product Letters 1997, 10 (3) , 181-186. https://doi.org/10.1080/10575639708041192
    41. Leander J. Valdés. Salvia divinorum and the Unique Diterpene Hallucinogen, Salvinorin (Divinorin) A. Journal of Psychoactive Drugs 1994, 26 (3) , 277-283. https://doi.org/10.1080/02791072.1994.10472441
    42. Reiko Tanaka, Shunyo Matsunaga. Loliolide and olean-12-en-3β,9α,11α-triol from Euphorbia supina. Phytochemistry 1989, 28 (6) , 1699-1702. https://doi.org/10.1016/S0031-9422(00)97828-2

    Journal of Natural Products

    Cite this: J. Nat. Prod. 1986, 49, 1, 171
    Click to copy citationCitation copied!
    https://doi.org/10.1021/np50043a031
    Published January 1, 1986

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