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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
—— megastigmane 276870-26-9 C13H24O4
megastigmane
—— Pyrocincholsaeure-methylester 107160-24-7 C30H48O3
Pyrocincholsaeure-methylester
—— ryanodine 15662-33-6 C25H35NO9
ryanodine
—— (22<i>S</i>,25<i>S</i>)-spirosol-5-en-3β-ol 126-17-0 C27H43NO2
(22<i>S</i>,25<i>S</i>)-spirosol-5-en-3β-ol
—— spirosol-5-en-3-ol 126-17-0 C27H43NO2
spirosol-5-en-3-ol
—— 3α-hydroxysolasodine 126-17-0 C27H43NO2
3α-hydroxysolasodine
—— 22R,25S-tomat-5-enin-3β-ol 126-17-0 C27H43NO2
22R,25S-tomat-5-enin-3β-ol
—— (22<i>R</i>,25<i>R</i>)-spirosol-5-en-3β-ol 126-17-0 C27H43NO2
(22<i>R</i>,25<i>R</i>)-spirosol-5-en-3β-ol
—— [(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate 61303-13-7 C29H36O15
[(2R,3R,4S,5R,6R)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-3,5-dihydroxy-4-[(3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
—— (2a<i>S</i>)-4-acetoxymethyl-5<i>c</i>-β-D-glucopyranosyloxy-(2a<i>r</i>,4a<i>c</i>,7b<i>c</i>)-2a,4a,5,7b-tetrahydro-2,6-dioxa-cyclopent[<i>cd</i>]inden-1-one 14259-45-1 C18H22O11
(2a<i>S</i>)-4-acetoxymethyl-5<i>c</i>-β-D-glucopyranosyloxy-(2a<i>r</i>,4a<i>c</i>,7b<i>c</i>)-2a,4a,5,7b-tetrahydro-2,6-dioxa-cyclopent[<i>cd</i>]inden-1-one
—— Scopolin 531-44-2 C16H18O9
Scopolin
—— scopoletin-β-D-galactoside 531-44-2 C16H18O9
scopoletin-β-D-galactoside
—— quercetin-3-O-α-L-pyranoside 482-35-9 C21H20O12
quercetin-3-O-α-L-pyranoside
—— isoquercitrin 482-35-9 C21H20O12
isoquercitrin
—— 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one 482-35-9 C21H20O12
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2R,3R,4S,5S,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
—— Hirsutrin 482-35-9 C21H20O12
Hirsutrin
—— Quercetin-galactosid 482-35-9 C21H20O12
Quercetin-galactosid
—— quercetin-3-O-(6-O-feruloyl-b-D-glucopyranosyl)-(12)-b-D-galactopyranosyl-(12)-b-D-glucopyranoside 482-35-9 C21H20O12
quercetin-3-O-(6-O-feruloyl-b-D-glucopyranosyl)-(12)-b-D-galactopyranosyl-(12)-b-D-glucopyranoside
—— dihydrovomifoliol 22841-42-5 C13H22O3
dihydrovomifoliol
—— (+)-pinoresinol 487-36-5 C20H22O6
(+)-pinoresinol
—— syringin penta-acetate 92233-55-1 C27H34O14
syringin penta-acetate
—— Alnusdiol 56973-51-4 C19H22O4
Alnusdiol
—— senecionine 130-01-8 C18H25NO5
senecionine
—— Soyasapogenol B 595-15-3 C30H50O3
Soyasapogenol B
—— soyasapogenol B 595-15-3 C30H50O3
soyasapogenol B
—— orcinol glucoside 21082-33-7 C13H18O7
orcinol glucoside
—— 8β-hydroxyparthenolide acetate 41059-80-7 C17H22O5
8β-hydroxyparthenolide acetate
—— Ganodermadiol 104700-96-1 C30H48O2
Ganodermadiol
—— 5,8-dihydroxy-3-methoxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-xanthen-9-one 23445-00-3 C20H20O11
5,8-dihydroxy-3-methoxy-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-xanthen-9-one
—— 1,5-dihydroxy-3-methoxy-8-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one 23445-00-3 C20H20O11
1,5-dihydroxy-3-methoxy-8-[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one
—— Isoswertianolin 23445-00-3 C20H20O11
Isoswertianolin
—— Pentamidine hydrochloride 50357-45-4 C19H24N4O2*2ClH
Pentamidine hydrochloride
—— Taxoquinone 21764-41-0 C20H28O4
Taxoquinone
—— (+/-)-trans-α-toxicarol 82-09-7 C23H22O7
(+/-)-trans-α-toxicarol
—— Shidasterone 26361-67-1 C27H42O6
Shidasterone
—— Stachysterone D 26361-67-1 C27H42O6
Stachysterone D
—— 24α-Ethylcholesta-4,22-dien-3-one 55722-32-2 C29H46O
24α-Ethylcholesta-4,22-dien-3-one
—— N,N-Dibenzyl ethyl amine 26315-07-1 C29H46O
N,N-Dibenzyl ethyl amine
—— [6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4-hydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-2-methyloxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate 205534-17-4 C39H32O14
[6-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4-hydroxy-5-[(E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy-2-methyloxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
—— 9-hydroxy-8-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-8,9-dihydrofuro[2,3-h]chromen-2-one 53947-89-0 C20H24O10
9-hydroxy-8-[2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]-8,9-dihydrofuro[2,3-h]chromen-2-one
—— (E)-2-methyl-6-(4,4,10,13,14-pentamethyl-3,7-dioxo-2,5,6,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-2-enoic acid 173075-45-1 C30H44O4
(E)-2-methyl-6-(4,4,10,13,14-pentamethyl-3,7-dioxo-2,5,6,11,12,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-17-yl)hept-2-enoic acid
—— Momordioside F1 81371-54-2 C37H60O8
Momordioside F1
—— alpha-Amyrin palmitate 22255-10-3 C46H80O2
alpha-Amyrin palmitate
—— 2-[4-[(Z)-2-(3-hydroxy-5-methoxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol 58762-96-2 C21H24O8
2-[4-[(Z)-2-(3-hydroxy-5-methoxyphenyl)ethenyl]phenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
—— 3-Methoxy-4-prenylstilbene 64125-60-6 C20H22O
3-Methoxy-4-prenylstilbene
—— methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-7-methyl-6-(3-phenylprop-2-enoyloxy)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate 53526-67-3 C26H32O13
methyl (1S,4aR,6S,7R,7aS)-4a,7-dihydroxy-7-methyl-6-(3-phenylprop-2-enoyloxy)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
—— (1S,10R,12S,15S,16R,17S)-15-ethenyl-13-methyl-19-oxa-3,13-diazahexacyclo[14.3.1.02,10.04,9.010,15.012,17]icosa-2,4,6,8-tetraene 1358-76-5 C20H22N2O
(1S,10R,12S,15S,16R,17S)-15-ethenyl-13-methyl-19-oxa-3,13-diazahexacyclo[14.3.1.02,10.04,9.010,15.012,17]icosa-2,4,6,8-tetraene
—— (22R,25R)-spirosol-5-en-3beta-ol 126-17-0 C27H43NO2
(22R,25R)-spirosol-5-en-3beta-ol
—— Secaubrytriol 925932-10-1 C30H50O5
Secaubrytriol
—— Homatropine hydrochloride 637-21-8 C16H22ClNO3
Homatropine hydrochloride