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Medicinal Chemistry of Steroids Introduction: Lecture 1 PCOL 826B

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33 Questions

Which topic will be covered in lecture 3?

Androgens and anabolics

What is a key learning objective from today's lecture?

Steroid hormone structure and nomenclature

Which compound is specifically used for oral contraception?

17a-ethinylestradiol

What is a focus area for drugs targeting the estrogen receptor?

Breast cancer chemoprevention

Which steroid hormone is related to specificity and potency optimization through medicinal chemistry?

Hydrocortisone

What is a characteristic used to optimize the action of hydrocortisone (cortisol)?

Duration of action

Which lecture will delve into the medicinal chemistry of adrenocorticoids?

Lecture 4

What is the parent compound of steroids?

Cyclopentanoperhydrophenanthrene

Which of the following is not a type of steroids?

Insulin

What is the correct numbering of the fundamental saturated tetracyclic hydrocarbon skeleton?

ring A > B > C > D > C-18 > C-19 > side chain

What is the stereochemistry of cholestane?

cis-trans-trans

What is the configuration of androsterone?

trans-cis-trans

What is the principal bile salt?

Cholic acid

What is the stereochemistry of etiocholanolone?

trans-trans-trans

Who first isolated androsterone?

Johann Butenandt

What is the metabolic activity of cis-trans-trans etiocholanolone in urine?

Inactive metabolite with no androgenic activity

Which of the following statements about digitoxin is correct?

Digitoxin has a cis fusion between rings A/B and C/D, and a trans fusion between rings B/C

Which statement about batrachotoxin is incorrect?

Batrachotoxin contains a steroid ring system

Which statement about rocuronium's structure is correct?

Rocuronium has a trans-cis-cis ring fusion

Which of the following is a characteristic of the basic steroid structure?

The basic steroid structure is a plane with a bottom (a) surface and a top (b) surface

What is the metabolic activity of androsterone?

Androsterone is a neurosteroid with positive allosteric modulator activity on GABA A receptors

Which statement about etiocholanolone is correct?

Etiocholanolone is an inactive metabolite with no androgenic activity

Which of the following is a characteristic of 17a-estradiol?

17a-estradiol has an OH group at C17a

Which enzyme catalyzes the aromatization of androgens into estrogens?

Aromatase

What is the role of aromatase inhibitors in cancer treatment?

They suppress estrogen biosynthesis.

Which steroid compound has the systematic name 10-fluoro-11β,17,21-trihydroxy-16a methylpregna-1,4-diene-3,20-dione?

Dexamethasone

Which steroid hormone has the 17b-hydroxyandrost-4-en-3-one structure?

17b-hydroxyandrost-4-en-3-one

Which steroid hormone is correctly named 'estradiol'?

Estra-1,3,5-triene-3,17b-diol

Which steroid hormone has the structure 11β,17α,21-Trihydroxypregn-4-ene-3,20-dione?

Cortisol

Which steroid hormone has the structure 3b-hydroxyandrost-5-en-17-one?

Testosterone

Which steroid hormone has the structure 17b-hydroxyandrost-4-en-3-one?

Testosterone

Which steroid hormone has the structure estra-1,3,5-triene-3,17b-diol?

Estradiol

Which steroid hormone has the structure 4-pregnene-3,20-dione?

Progesterone

This quiz covers the introduction lecture 1 of Medicinal Chemistry of Steroids in the PCOL 826B course, focusing on pages 1386-1433 in Foye’s Medicinal Chemistry. The lecture includes topics such as steroid hormone structure, nomenclature, stereochemistry, and endogenous estrogens.

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