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天然产物

从自然界存在的生物体内分离、提取得到的有机化合物被称为天然产物,它们在动、植物体内通过生化作用和光合作用形成。例如,淀粉来源于植物的种子、茎及根块;蛋白质则主要来自肉类、乳品、蛋类以及谷物和豆类;许多药物如麻黄碱、薄荷脑、蛇胆等都源自相应生物体;而蓝色染料靛蓝与红色染料茜素分别从天然靛叶和茜草中提取;天然香料如麝香、茉莉、玫瑰等亦来自特定动、植物。

在大多数情况下,这些天然产物对产生它们的植物、昆虫或微生物而言似乎是不必需的,这与糖类、氨基酸、核酸及其多聚体等其他有机化合物显著不同。例如吗啡仅存在于少数几种植物中,如罂粟属的刚毛罂粟和虞美人以及头花千金藤;尽管人类使用它作为镇痛药,但其在这些植物中的功能仍不清楚。青霉素是由少数真菌产生的,而不会被其他生物产生。尽管它们作为抗菌药物用于治疗各种感染性疾病,在产生它们的微生物中却无明显用途。

海洋天然产物指的是从海洋生物中提取的一系列有机物质,包括脂肪族、芳香族、萜类、甾醇以及含氮、含硫等各种类型的化合物。海洋是一个蕴藏丰富药理活性天然产物的宝库,其中生活着地球上约80%的动植物和大约1500种细菌。例如,海藻在中国已有悠久的历史被用作食品和药物,《神农本草经》中就有记载“海藻疗瘿”、“牡蛎强骨节,杀邪气”。海藻富含各种独特结构的有机化合物,其代谢产物具有多种多样的生理活性,特别是以卤素为特征的萜类、脂肪族化合物、含硫和含氮类化合物以及甾醇类化合物等都表现出显著的抗菌及抗心血管疾病的作用。高分子多糖,如醇脂、褐藻胶和卡拉胶,也是由海藻中制得,在工业及医药上具有重要应用价值。

从海洋数千种有毒生物中提取出的强效生理活性成分(如河豚毒素)是大自然赐予人类的宝贵财富。研究发现,在海洋动物的提取物中约10%有抗P388淋巴细胞白血病和KB细胞的作用;而约3.5%的海洋植物提取物具有抗肿瘤或细胞毒性作用。美国研究人员在400多种海洋天然产物中,发现了100种具有生物、药理活性的化合物。

中文名称 英文名称 CAS号 化学式 结构式图片
—— solasonine 19121-58-5 C45H73NO16
solasonine
—— 22-oxo-20-hydroxyecdysone 19974-12-0 C27H42O7
22-oxo-20-hydroxyecdysone
—— (22<i>R</i>,25<i>R</i>)-spirosol-5-en-3β-yl <i>O</i><sup>2</sup>,<i>O</i><sup>4</sup>-bis-(α-<i>L</i>-6-deoxy-mannopyranosyl)-β-<i>D</i>-glucopyranoside 3671-38-3 C45H73NO15
(22<i>R</i>,25<i>R</i>)-spirosol-5-en-3β-yl <i>O</i><sup>2</sup>,<i>O</i><sup>4</sup>-bis-(α-<i>L</i>-6-deoxy-mannopyranosyl)-β-<i>D</i>-glucopyranoside
—— grossamide 80510-06-1 C36H36N2O8
grossamide
—— kaempferol 3-O-rhamnoside 7-O-rhamnoside 482-38-2 C27H30O14
kaempferol 3-O-rhamnoside 7-O-rhamnoside
—— (+)-catechine 7-O-β-D-xylopyranoside 42830-48-8 C20H22O10
(+)-catechine 7-O-β-D-xylopyranoside
—— (8R,8'S)-dihydroguaiaretic acid 66322-34-7 C20H26O4
(8R,8'S)-dihydroguaiaretic acid
—— methyl 3-methoxy-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(hydroxy)methyl]oxan-2-yl]oxy}benzoate 72500-11-9 C15H20O9
methyl 3-methoxy-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[(hydroxy)methyl]oxan-2-yl]oxy}benzoate
—— 5β-epoxy-germacra-1-(10),11-(13)-dien-12,6α-olide 20554-84-1 C15H20O3
5β-epoxy-germacra-1-(10),11-(13)-dien-12,6α-olide
—— 25-hydroxy-7-dehydrocholesterol 22145-68-2 C27H44O2
25-hydroxy-7-dehydrocholesterol
—— 13,14-didehydro-matridin-15-one 6483-15-4 C15H22N2O
13,14-didehydro-matridin-15-one
—— hyperin 482-35-9 C21H20O12
hyperin
—— quercitrin 522-12-3 C21H20O11
quercitrin
—— 3,3',4',5,7-pentahydroxyflavone 3-O-arabogluocopyranoside 572-30-5 C20H18O11
3,3',4',5,7-pentahydroxyflavone 3-O-arabogluocopyranoside
—— Δ<sup>13</sup>-Dehydrosophoridin 6483-15-4 C15H22N2O
Δ<sup>13</sup>-Dehydrosophoridin
—— <i>ent</i>-5,6-didehydro-matridin-15-one 6483-15-4 C15H22N2O
<i>ent</i>-5,6-didehydro-matridin-15-one
—— (1R,5S)-8-oxo-1,5,6,8-tetrahydro-2H-1,5-methanopyrido[1,2-a][1,5]diazocine-3(4H)-carbaldehyde 53007-06-0 C12H14N2O2
(1R,5S)-8-oxo-1,5,6,8-tetrahydro-2H-1,5-methanopyrido[1,2-a][1,5]diazocine-3(4H)-carbaldehyde
—— Parthenolid 20554-84-1 C15H20O3
Parthenolid
—— parthenolide 20554-84-1 C15H20O3
parthenolide
—— 4,5ξ-epoxy-6α-hydroxy-4ξ<i>H</i>-germacra-1(10)<i>t</i>,11(13)-dien-12-oic acid-lactone 20554-84-1 C15H20O3
4,5ξ-epoxy-6α-hydroxy-4ξ<i>H</i>-germacra-1(10)<i>t</i>,11(13)-dien-12-oic acid-lactone
—— Scopolamine N-Oxide Hydrobromide 6106-81-6 BrH*C17H21NO5
Scopolamine N-Oxide Hydrobromide
—— (Z)-2-(5-hydroxy-3-methoxyphenyl)-1-(4'-hydroxyphenyl)ethylene 42438-89-1 C15H14O3
(Z)-2-(5-hydroxy-3-methoxyphenyl)-1-(4'-hydroxyphenyl)ethylene
—— oleanolic acid 3-O-β-D-xylopyranoside 28283-45-6 C35H56O7
oleanolic acid 3-O-β-D-xylopyranoside
—— 2-(acetoxymethyl)-9-methoxy-6-oxo-2,3,4,4a,6,10b-hexahydropyrano[3,2-c]isochromene-3,4,8,10-tetrayl tetraacetate 14531-47-6 C24H26O14
2-(acetoxymethyl)-9-methoxy-6-oxo-2,3,4,4a,6,10b-hexahydropyrano[3,2-c]isochromene-3,4,8,10-tetrayl tetraacetate
—— hesperetin 7-O-β-D-glucoside 2500-68-7 C22H24O11
hesperetin 7-O-β-D-glucoside
—— 25-hydroxycholesterol 2140-46-7 C27H46O2
25-hydroxycholesterol
—— chlorogenic acid 327-97-9 C16H18O9
chlorogenic acid
—— neochlorogenic acid 327-97-9 C16H18O9
neochlorogenic acid
—— 3‐caffeoylquinic acid 327-97-9 C16H18O9
3‐caffeoylquinic acid
—— caffeoylquinic acid 327-97-9 C16H18O9
caffeoylquinic acid
—— (19α)-3,4,5,6,16,17-hexadehydro-16-(methoxycarbonyl)-19-methyl-oxayohimbanium 7761-95-7 C21H21N2O3
(19α)-3,4,5,6,16,17-hexadehydro-16-(methoxycarbonyl)-19-methyl-oxayohimbanium
—— cis-3-caffeoylquinic acid 327-97-9 C16H18O9
cis-3-caffeoylquinic acid
—— 3-O-caffeoylqunic acid 327-97-9 C16H18O9
3-O-caffeoylqunic acid
—— (1<i>R</i>)-3<i>c</i>-[3<i>c</i>-(3,4-dihydroxy-phenyl)-acryloyloxy]-1,4<i>t</i>,5<i>t</i>-trihydroxy-cyclohexane-<i>r</i>-carboxylic acid 327-97-9 C16H18O9
(1<i>R</i>)-3<i>c</i>-[3<i>c</i>-(3,4-dihydroxy-phenyl)-acryloyloxy]-1,4<i>t</i>,5<i>t</i>-trihydroxy-cyclohexane-<i>r</i>-carboxylic acid
—— 4-O-galloylbergenin 82958-45-0 C21H20O13
4-O-galloylbergenin
—— gomisin M2 82425-45-4 C22H26O6
gomisin M2
—— Lobelanine 579-21-5 C22H25NO2
Lobelanine
—— Mangiferin 4773-96-0 C19H18O11
Mangiferin
—— mangiferin 4773-96-0 C19H18O11
mangiferin
—— baccatin III 27548-93-2 C31H38O11
baccatin III
—— (-)-brucine dihydrate 5892-11-5 C23H26N2O4*2H2O
(-)-brucine dihydrate
—— cleomiscosin A 76948-72-6 C20H18O8
cleomiscosin A
—— 4-[5-(4-Hydroxy-3-methoxyphenyl)penta-1,4-dien-1-YL]-2-methoxyphenol 63644-68-8 C19H20O4
4-[5-(4-Hydroxy-3-methoxyphenyl)penta-1,4-dien-1-YL]-2-methoxyphenol
—— (1S,2S,4R)-p-menthane-1,2,8-triol 62014-81-7 C10H20O3
(1S,2S,4R)-p-menthane-1,2,8-triol
—— (–)-trans-N-p-coumaroyl octopamine 66648-45-1 C17H17NO4
(–)-trans-N-p-coumaroyl octopamine
—— (–)-trans-N-feruloyl octopamine 66648-44-0 C18H19NO5
(–)-trans-N-feruloyl octopamine
—— ethyl 2-diazo-2-(diethoxyphosphoryl)acetate 17507-56-1 C8H15N2O5P
ethyl 2-diazo-2-(diethoxyphosphoryl)acetate
—— hydroxycinnamoyl-S-CoA 30802-00-7 C30H42N7O18P3S
hydroxycinnamoyl-S-CoA
—— Rutosid 153-18-4 C27H30O16
Rutosid
—— 7,4′-di-O-methylquercetin-3-O-beta-rutinoside 20188-85-6 C29H34O16
7,4′-di-O-methylquercetin-3-O-beta-rutinoside