Introduction to Chemistry 32B Spring 2009
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Transcript of Introduction to Chemistry 32B Spring 2009
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Introduction to Chemistry 32B Spring 2009
Instructor: Dr. Tyler Johnsonemail: [email protected]
Office Hours: Wednesday 12:15-1:15pm S-205
Text: General, Organic and Biochemistry, Bettelheim, Brown and March, 7th ed. 2004,Thomson-Brookes/Cole: (a) workshop Workbook,
(b) Chime molecular modeling exercises (c) Laboratory manual - purchased in the campus bookstore
(in separate shrink wrap)Lecture: M/W: 10:45-12:10pm in S-205
Laboratory: M: 12:40-3:45pm in S-201 (computer) or S-211 (wet lab)
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Preliminary Syllabus (PLEASE COPY DOWN)
Week of Page No. in Text Chapter, WS, & Lab Topics(Mon) 1/26 704-719 29 Nutrition and digestion
lab check in, Safety contractSafety video worksheet
(Wed) 1/28 70-83 3 Chemical bonds (Review)269-282 10 Organic Chemistry
Updated Syllabus
Introduction to Chemistry 32B - Spring 2009
Text: General, Organic and Biochemistry, Bettelheim, Brown and March, 7th ed. 2004,Thomson-Brookes/Cole:
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Introduction to Chemistry 32B - Spring 2009
Required Questionnaire: Please fill out: . . . Pass to the front
1. Name?
2. MAJOR?
3. Why are you taking Chem 32B?
4. What are your career goals?
5. What do you hope to learn from this course?
6. Your email, (please print)
First Assignment
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My Expectations of YouIntroduction to Chemistry 32B - Spring 2009
1. Read the chapter before lecture
2. DO ALL THE ASSIGNED HOMEWORK PROBLEMS - Understand
3. Do not wait until last minute to Study(Unlike BIO, O-Chem cannot be crammed the night before)
4. Plan to set aside, min 3-4 hrs/ day reading the chapter, answering Homework Qs
5. O-Chem not terribly difficult . . .really . . . It just takes a lot of time to master, unlike most science classes
6. GET SERIOUS, Just study (3-4hrs/day) and you should be fine
Most test Qs -- from H-work directly or very similar and Lecture Problems
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A COMPREHENSIVE REINVESTIGATION INTO THE BIOACTIVE SECONDARY METABOLITES
OF AN INDO-PACIFIC MARINE SPONGE:Cacospongia mycofijiensis
A dissertation submitted in partial satisfaction ofthe requirements for the degree of
DOCTOR OF PHILOSOPHYin
CHEMICAL OCEANOGRAPHYby
Tyler A. Johnson
November 2008
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BACKGROUND Marine Natural Products
Where & Why . . .
What We Study . . .
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SOURCES FOR CHEMICALLY PROLIFIC SIMPLE MARINE ORGANISMS
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BACKGROUND
Why, Marine Natural Products
-Structural Diversity
Recreated from Feher and Schmidt J. Chem. Inf. Comput. Sci. 2003, 43: 218-227
6,540
434
18,293
1871
8,246
Percent of bioactive ‘Hits” against the NCI-60 cell line(s)
Recreated from Munro, M. H. G. et al., J. Biotechnol. 1999, 70, 15-25.
-Bioactive Hit Rate (NCI 60 cell line)
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Why Sponges?
Percent of marine natural products reported by phylum1
(1) Harvey, A. L. Advances in drug discovery techniques; John Wiley & Sons: Chichester , NY, 1998.
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Over-Arching Goals
1. Discover Structurally distinct Novel Chemistry (e.g. psymberin)
3. Locate the Mechanism of Action
Bengamide B LAF 289(Phase II)
2. Identify & Develop biologically active Marine Natural Products
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Approach to Achieve Objectives
Preclinical (In Vivo) evaluation Clinical Evaluation (6 years)
Development
1/5000
Structure Elucidation NMR, MS In vitro Map Coll Site/ Obs.Chem.
1, 21,4
3
GPS
Collection Extraction (Bioassay/Analytical) Purification
Discovery (3-5 years)
HPLC
Discovery (3-5 years)
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Disk Diffusion Soft Agar Colony Formation Assay
Valeriote, F.; Grieshaber, C. K.; Media, J.; et al. J. Exp. Ther. Oncol. 2002, 2, 228-236.
= extract/compound
fijianolide B
Paclitaxel (Taxol)
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Pharmakokinetic Analysis of Fijianolide B
Pharmacokinetic analysis of 2 in HCT-116 tumor-bearing SCID mice. The observed concentration of 2 in the plasma (●) and HCT-116 tumor (■) over a 24h period (1440 minutes). At 24h concentration of 2: plasma = 0.2 ug/mL, tumor = 2.8 ug/mg.
Johnson, T. A.; Tenney, K.; Cichewicz, R. H.; Morinaka, B. I.; White, K. N.; Amagata, T.; Subramanian, B.; Media, J.; Mooberry, S. L.; Valeriote, F. A.; Crews, P. J. Med. Chem. 2007, 50, 3795-3803.
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Johnson, T. A.; Tenney, K.; Cichewicz, R. H.; Morinaka, B. I.; White, K. N.; Amagata, T.; Subramanian, B.; Media, J.; Mooberry, S. L.; Valeriote, F. A.; Crews, P. J. Med. Chem. 2007, 50, 3795-3803.
In vivo Evaluation of Fijianolide B
In vivo assessment of 2 using HCT-116 tumor-bearing SCID mice. The average tumor weight measured per day after daily inoculation of 2 for 5 days: 25 mg/kg/day (■), 12.5 mg/kg/day (▲), and control (♦).
NOTES:+ preclinical in vivo of 2-Launch Phase I clinical trial . .
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General, Organic, and General, Organic, and Biochemistry, 8eBiochemistry, 8e
Bettelheim, BrownBettelheim, Brown
Campbell, & FarrellCampbell, & Farrell