獼猴桃鹼

獼猴桃鹼
	IUPAC名; (7S)-4,7-Dimethyl-6,7-dihydro-5H-cyclopenta[c]pyridine
識別
CAS號	524-03-8
PubChem	68231
ChemSpider	61533
SMILES	C[C@@H](CC1)C2=C1C(C)=CN=C2;
InChI	1/C10H13N/c1-7-3-4-9-8(2)5-11-6-10(7)9/h5-7H,3-4H2,1-2H3/t7-/m0/s1;
InChIKey	ZHQQRIUYLMXDPP-ZETCQYMHBZ
Beilstein	81308
ChEBI	2443
KEGG	C09910
性質
化學式	C10H13N
摩爾質量	147.22 g·mol−1
熔點	25 °C（298 K）
沸點	100 - 103 °C（270 K）
	若非註明，所有數據均出自標準狀態（25 ℃，100 kPa）下。

獼猴桃鹼（英語：Actinidine）是一種環烯醚萜化合物，由多種植物和動物在自然界中產生。它是第一個被發現的環戊單萜生物鹼。^[1]它是可從纈草（Valeriana officinalis）根^[2]和葛棗獼猴桃（Actinidia polygama）以及幾種處於幼蟲和成蟲階段的昆蟲中提取的化合物之一。^[3]獼猴桃鹼是一種貓引誘劑，其作用類似於貓薄荷中的活性化合物荊芥內酯。^[4]

某些竹節蟲物種，包括Megacrania batesii和津田氏大頭䗛（Megacrania tsudai），具有化學防禦機制，當受到捕食者威脅時，其前胸腺會分泌含獼猴桃鹼的物質。^[5]

生物合成

下圖顯示了從L-香茅醛中生物合成獼猴桃鹼的潛在方法。^[6]

參考資料

^ Tsutsui, Minoru; Tsutsui, Ethel Ashworth. Diterpenoids. Chemical Reviews. 1959, 59 (6): 1031–1075 [2024-03-15]. doi:10.1021/cr50030a003. （原始內容存檔於2022-06-17）.
^ Janot MM, Guilhem J, Contz O, Venera G, Cionga E. Contribution to the study of valerian alcaloids (Valeriana officinalis L.): actinidine and naphthyridylmethylketone, a new alkaloid. Ann. Pharm. Fr. 1979, 37 (9–10): 413–20. PMID 547813 （法語）.
^ Weibel DB, Oldham NJ, Feld B, Glombitza G, Dettner K, Boland W. Iridoid biosynthesis in staphylinid rove beetles (Coleoptera: Staphylinidae, Philonthinae). Insect Biochemistry and Molecular Biology. 2001, 31 (6–7): 583–591. PMID 11267897. doi:10.1016/s0965-1748(00)00163-6.
^ Lichman, Benjamin R.; Godden, Grant T.; Hamilton, John P.; Palmer, Lira; Kamileen, Mohamed O.; Zhao, Dongyan; Vaillancourt, Brieanne; Wood, Joshua C.; Sun, Miao; Kinser, Taliesin J.; Henry, Laura K. The evolutionary origins of the cat attractant nepetalactone in catnip. Science Advances. 2020-05-01, 6 (20): eaba0721. Bibcode:2020SciA....6..721L. ISSN 2375-2548. PMC 7220310 . PMID 32426505. doi:10.1126/sciadv.aba0721  （英語）.
^ Wu, I-Hsin; Liu, Hsui-Huei; Chen, Yu-Yen; Tsai, Cheng-Lung; Yu, Yi-Ching; Hsiao, Chung-Yi; Yeh, Wen-Bin. Life cycles, phenology and genetic structure of endangered Megacrania tsudai Shiraki (Phasmatodea: Phasmatidae): Male individuals from a geographic parthenogenesis species. Entomological Science. 2020, 23 (2): 183–192. S2CID 216322536. doi:10.1111/ens.12410.
^ Funayama, Shinji; Cordell, Geoffrey A. (編). 14: Alkaloids Derived from Terpenoids. Alkaloids. Academic Press. 2015: 233–255.

這是一篇雜環化合物小作品。您可以透過編輯或修訂擴充其內容。

[Tsutsui1959-1] Tsutsui, Minoru; Tsutsui, Ethel Ashworth. Diterpenoids. Chemical Reviews. 1959, 59 (6): 1031–1075 [2024-03-15]. doi:10.1021/cr50030a003. （原始內容存檔於2022-06-17）.

[2] Janot MM, Guilhem J, Contz O, Venera G, Cionga E. Contribution to the study of valerian alcaloids (Valeriana officinalis L.): actinidine and naphthyridylmethylketone, a new alkaloid. Ann. Pharm. Fr. 1979, 37 (9–10): 413–20. PMID 547813 （法語）.

[3] Weibel DB, Oldham NJ, Feld B, Glombitza G, Dettner K, Boland W. Iridoid biosynthesis in staphylinid rove beetles (Coleoptera: Staphylinidae, Philonthinae). Insect Biochemistry and Molecular Biology. 2001, 31 (6–7): 583–591. PMID 11267897. doi:10.1016/s0965-1748(00)00163-6.

[4] Lichman, Benjamin R.; Godden, Grant T.; Hamilton, John P.; Palmer, Lira; Kamileen, Mohamed O.; Zhao, Dongyan; Vaillancourt, Brieanne; Wood, Joshua C.; Sun, Miao; Kinser, Taliesin J.; Henry, Laura K. The evolutionary origins of the cat attractant nepetalactone in catnip. Science Advances. 2020-05-01, 6 (20): eaba0721. Bibcode:2020SciA....6..721L. ISSN 2375-2548. PMC 7220310 . PMID 32426505. doi:10.1126/sciadv.aba0721  （英語）.

[Wu2020-5] Wu, I-Hsin; Liu, Hsui-Huei; Chen, Yu-Yen; Tsai, Cheng-Lung; Yu, Yi-Ching; Hsiao, Chung-Yi; Yeh, Wen-Bin. Life cycles, phenology and genetic structure of endangered Megacrania tsudai Shiraki (Phasmatodea: Phasmatidae): Male individuals from a geographic parthenogenesis species. Entomological Science. 2020, 23 (2): 183–192. S2CID 216322536. doi:10.1111/ens.12410.

[6] Funayama, Shinji; Cordell, Geoffrey A. (編). 14: Alkaloids Derived from Terpenoids. Alkaloids. Academic Press. 2015: 233–255.

[1]

[2]

[3]

[4]

[5]

[6]