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SOARING BEAR Ph.D. Pharmacology
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Scientific advisor to the health professions &
herbal industry
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Phytochemical groupings:
Some are organized by biosynthetic pathway (terpenes) and some are
by apparent structure without regard to pathway (pyrrolizidines). A couple are
named after plant nomenclature where they are found (berberines).
| pic | names | characteristic | sim | MW |
Lipid hydrocarbons |
alkynes, terpenes | - | ||
alkynes |
=-=- | lipids | ||
Carbohydrates |
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| N- |
Amines |
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| Phenylethylamines | ArCCN | 153 | ||
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Cyclopeptides | tyrosine bridged by 4 aa (smaller than cyclic peptides) | 550 | |
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Spermine/-idine cyclic alkaloids (orantine) |
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Alkaloids |
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| Pyridines, cyt thy | NAr | |||
| Piperidines | NC5 | sparteine | ||
| Purines | ||||
| Pteridines | ||||
| Pyrrolidines | NC4 | |||
| Pyrrolizidine Necine | ||||
| Quinuclidines azabicyclo | ||||
| Tropanes (atropine diterp) | morphinan | |||
| pavine | ||||
| Quinolines | 129 | |||
| Isoquinolines | 129 | |||
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Benzylisoquinolines | aporphines | 223 | |
| Bis-benzylisoquinolines | ||||
| Tetrahydroisoquinolines | quinoliz, amary, piperidines | |||
| Quinolizines & Sparteine | piperidines | 131 | ||
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Acridines & Pyridoacridines | ArNOAr | xanthones | |
| Aporphines | ArIsoQAr | benzisoquin | ||
| Benzophenanthridines | ArQuinAr | |||
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Berberine | ArQuinolizAr | ||
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Amaryllidaceae Alk |
C16 Tyr benzaldehyde |
258 | |
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Morphinans | opioids, N in bridge | tropanes | |
| Ergolines | ||||
| Indole | ||||
| Carbolines | ||||
| indolizino-carbazole | ||||
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Secologanin Tryptamine | |||
Terpenes iupac |
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| Monoterp | C10 | 140 | ||
| Iridoid | C10 pyran | |||
| Sesquiterpenes | C15 | |||
| Sesquiterp, Eudesmane (selinane) & eremophil & cadinane, drimane | 66 | |||
| Sesquiterp, Germacrane | 10 | |||
| Sesquiterp, Guaiane | 75 | 128 | ||
| Sesquiterp, Bisabol | 1hex8 | 210 | ||
| Sesquiterp, alliacane, primnatriene, oplopane, mutisianthol, pinguisane, thapsane | 65 | |||
| Diterpenes - other possible-taxane, aconitan, ryanodine | C20 | |||
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Diterp, Cembrane | 1ring of 14 | ||
| Diterp, Clerodane | 2 Callyl | |||
| Diterp, Labdane | 2 CC rabbit ears | |||
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Diterp, Abietane, pimarane, cassane | 3 phenanthrene | kaurane bridge | |
| Diterp, Kaurane | 4 | Quassins | ||
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Diterp, Phorbols, Tigliane, taxane | 675 | ||
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Triterpenes C4abC14 |
C30: cucurbitacin, dammarane,ginsenoside, lanoster, | ||
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Pentacyclic Triterpenes | C30: amyrin, betulin, friedelan, glycyrrhizic, hederin, lupane, oleanane, soyasaponin | ||
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Limonins | 17furan | 470 | |
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Quassins | C20, nortriterp | kaurane diterpene | 388 |
Steroids lack C4abC14 |
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Cardenolides | 17lactone | ||
| Steroid Alkaloids | esp Solanum | |||
| Tetraterpenes | C40 | |||
| Ionol norisopren | C13 | 194 | ||
| Benzoquinones | ArOO | |||
| Naphthoquinones | ArArOO | |||
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Anthraquinones | ArArOOAr | ||
| Xanthones | ||||
| Anthracenes | ArArAr | |||
| phenanthrenes not abietanes | abietane diterpene | |||
| pyrans | chromenes | |||
| Chromones | Benzopyrone; C9 | chalcones | 146 | |
| Coumarins | C9 | furano=psoralen | 146 | |
| Psoralens | C11 | 186 | ||
| diArylHeptanoids & curcumin | ArCCCCCCCAr | |||
| phloroglucinols | ||||
| Cinnamates, phenylpropanoid, coumaroyl (from Phe) | ArCCC | monoterp, lignan | 148 | |
| phenylethanoid (from Tyr) | ArCC | acteoside, | ||
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Lignans |
Cinn2- furan, cycloct |
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| Benzofurans, phthalides | ||||
| Acetophenones | ArCOC | phenols | ||
Stilbenes, bisbenzyl |
ArCCAr | chalcone | ||
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Chalcones |
ArCCCAr; C15 | stilbene, chromone | 208 |
Flavonoids |
C15 | |||
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Flavones | 2ene 4=O | ||
| Flavanones | 4O | 224 | ||
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Flavonols | 2ene 4O 3OH some include any 3-OH-flavone |
238 | |
| DihydroFlavonols | 4O 3OH | |||
| Isoflavones | 222 | |||
| Pterocarpans | flavFuran | |||
| Rotenone | flavPyran 4=O | coumestan | ||
| coumestan | flavPyran 4Oring | rotenone | ||
| Flavans |
4HH 3HH |
anthocyanin w/o + | ||
Anthocyanins |
O+ 4HH 3OH | Proanthocyanidins is oligomer; no charge is flavans | 207 | |
Condensed Tannins |
Proanthocyanidins | |||
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Hydrolyz Gallo Tannin |
C7O5 | 170 | |
| Isocyanates Glucosinolates |
N=CO R=NOSO3 |
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| Nitriles,Cyanogenic | N=C | |||
| acids | COOH | |||
| maybe | ||||
| thio? | isothiocyan, thiazol | |||
| phenolics | ArOH | Acetophenones | ||
| oxylipin & prostagland? | C18-20 eicos | |||
| dictyopterenes | C11 algae | |||
| quinoxaline? | ||||
| benzypyrans | chromenes | |||
| oxygen heterocyc, furan, pyran | chromenes, flavon | |||
| polyketides | alternating O |