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Molecules and Medicine

BiologyorChemistry491,SpecialTopicsfor3creditsinWinterim'08'09
1:00PM4:10PM,P401

Instructor:ScottC.Hartsel,Ph.D.
Office:P461,Officephone:8364746,cell7155231957e-mail: hartsesc
TextsIntroductiontoMedicinalChemistry,PatrickandMoleculesandMedicine,Corey,Czako
andKurti.

LIBRARY:TherewillbeamedicinalchemistryLibrary"setupinroomP401.Alotofthe
materialsyouwillneedforextrastudyandforyourfinalpresentationcanbefoundthere.Iwillhave
lotsofmedicinalnaturalproductliteraturethere.Don'teventhinkaboutremovingmaterialfromthis
roomwithoutsigningthelog.Withmypermissionmaterialscanberemovedovernight.
WebSite:http://www.chem.uwec.edu/Chem491_W09/index.html
http://www.youtube.com/watch?v=KXROnzpsrlg
Examinations:Therewillbe1hourexam,100pts.Therecouldbeatakehomeportionforit.It
willcoverthegeneralareasofPharmacology.Therewillbeotherpoints(inclassproblems,quizzes,
homework,etcamountingtoupto~100totalpts)
FinalExam:Thefinalexamwillbeyour30minutegrouppresentationandhandoutonanatural
productsdrugchemistrytopic(100pts;80%scoredbyme,10%classevaluation,10%group/self
evaluation)
Grading:Ingeneral,thegradescalebelowwillapply.However,theclassaveragemaybeusedto
adjustthescale.
A 92-100%
A- 89-91%
B+ 87-88%
B 80-86%
B- 78-79%
C+ 75-77%
C 69-74%
C- 67-69%
D+ 64-66%
D 60-63%
D- 58-59%

Materialsonwhichyouwillbetested:Youwillberesponsibleforthematerialswecoverin
class,anyassignedtextorwebreadingsandespeciallyinclassquestionsandstudyquestions,
homeworkandstudyguides.Thereisamountainofmaterialinthisclass,sodon'tfallbehindin
readings.
ExaminationsandMakeupPolicies:Ifyoumissanexamwithoutareasonableexcuse,
youwillnotbeallowedtomakeupthatexam.Reasonableexcusesincludeemergenciesandserious
illnessthathaveoccurredtoyou,yourfamily,acloserelativeorfriend;inthesecasesaverification
fromaphysicianorauthorityofficerattheeventwillberequired.YOUMUSTLETMEKNOW
PRIORTOANEXAMIFYOUHAVEAPLANNEDABSENCE.Ihaveanemailaddress(hartsesc)
phoneandmailbox.There'snoexcuse.REMEMBEREACHDAYISAWEEKOFMATERIAL!So
don'tmissanydays.
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Tentative(!)Schedule:
Section1Pharmacodynamics,TargetsandPharmacokinetics
ChaptersfromIntroductiontoMedicinalChemistry,PatrickandMoleculesandMedicine,Corey,
CzakoandKurti
Day/Date
Assignments
Chapters(BOLD)andtopics
ChaptersinMolecules
fromPatrickIntroductionto
andMedicine(readby
thisdate)
MedicinalChemistry(readby
thisdate)
11/5
Introduction,TheDrugConcept,
Historyandoverview.Organic
Chemistry,chemicalinteractions
andstructure.
21/6
Placebo
Part1p.232
1,2DrugtargetsGeneral
Question
BasicProteinStructure
Homework1
31/7
p.3854
3,4ProteinsasDrugTargets
Antiinflammatory
Enzymes
agentsasanexample
41/8

Handin
Problems22,5;
31,3;42from
Patrick

51/12
61/13

5,6Protein,Enzyme&Receptor
Targets

p.7880
InformationFlow,Cell
signaling

7,NucleicAcidsasDrugTargets

Handin
8,Pharmacokinetics
Problems47;
52,5;63,4from
Patrick

Section2DrugDesign,DiscoveryandClassesofDrugs
Day/Date

Assignments

71/14

QUIZInClass

81/15
91/16
101/17

Handin
Assignment

Chaptersandtopicsfrom
IntroductiontoMedicinal
Chemistry(readbythisdate)
9,10DrugDevelopment,
Discovery,Design
11,12,15DrugDevelopment,
Discovery,insilicoDesign
16,AntibacterialAgents

ChaptersinMolecules
andMedicine

17,AnticancerAgents
SeminarPrep

PartV

Antibiotics130143

111/20

Handin

121/21
131/22
141/23

HOUREXAMCh112,15
Material(TENTATIVE)
19,20,21CNSactiveagents
ClassesofNaturalProductDrugs
ClassesofNaturalProductDrugs
FINALPRESENTATIONS

PartVI
p.208232

FinalNaturalProduct/HerbDrugGroupPresentation(2pergroup):Choosefrom
givenideasorchooseyourownformyapproval.Itwillbeanoralpresentationwithhandoutandmust
includeinformationfromthebasiccategoriesbelow.Thedepthandavailabilityofthisinformation
willdependonthenaturalproduct/herbselected.THEREMUSTBEEVIDENCETHATYOUHAVE
READANDINCORPORTEDATLEAST2PAPERSFROMTHERECENTJOURNAL
LITERATURE(<10yrs).Totallengthofpresentationwillbeabout30minuteswithquestions.

Thecategories:
I.History,botany,folkuses,discovery(scientificorotherwise),isolation/purificationofactive
product(s),manufacturing.
II.Chemistry,biochemistry,biosynthetictypeandgeneralorspecificpathwayofbiosynthesis(if
known),receptortypesandstructuresandderivatives.YOURHANDOUTMUSTHAVEA
CHEMICALSTRUCTURE(S)
III.Pharmacology,mechanismofaction,comparisonwithsimilarproducts,"natural"versionsand
syntheticversionsoftheactiveproduct,clinicaltrials,testingvalidity
Youmaysplitthedutiesinto2partsasoutlinedaboveoranyotherwaythatyouwish,howevereach
personwillhavetogiveanapproximatelyequaloralpartofthepresentation.Youmustgivean
outlinestylehandoutwithchemicalstructures,picturesandfigurestotheaudience.Ifyoudoa
Powerpointpresentationthiswillbeveryeasybutyoumaydothepresentationinchalk,overhead,or
otherformat.IwillduplicatetheseIFyougetthemtomeearly.YOUhavetoduplicatethemifyou
can'tbedonebythen.

PossibleNaturalProductPaperTopics:
1. Capsicum:capsaicin(hotpepper)
2. Cannabis:anandamides,THC
3. Claviceps(Ergotfungus):migraines,ergotamine,LSD
4. Fugu/Pufferfishtetrodotoxin
5. DartPoisonFrogs(Dendrobatidae)/histrionicotoxin/dermorphinsORXenopusMagainins,etc
6. Atropabelladonna:cholinesteraseinhibitoratropine,scopalamine
7. Ephedraephedrineherbal"X"
8. Theobroma,Coffea(Coffee),Camellia(Tea)caffeine,theobromine
9. Rotenone(Derris)and/orother"natural"pesticides
10. Rauwolfiareserpine
11. Digitalisdigitoxin,cardiacglycosides
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12. Soy(Glycinemax)bioflavonoids/resveratrol/gentistein
13. CurcumaCurcurmin,curryspices
14. ArtemesiaArtemisinin
15. PausinystaliayohimbeYohimbine
16. Cinchonaquinine
17. Strychnosvinecurare
18. Lipstatin,theorlistatprecursor(Streptomycestoxytricini)