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1 Explore molecular structure−function of organic com-
pounds commonly seen in OTC drug active ingredients,
LEARNING GOALS biological agents, and healthcare (Figure 2).
A complementary chemistry computer lab exercise to organic 2 Label molecular structures using chemical nomenclature.
chemistry structure−function GOB (general organic and 3 Identify patterns in functional groups of OTC drug active
biological) chemistry textbook and course lecture topics, in a ingredients (e.g., “What are some common functional
chemistry for health professions course, was designed with the groups observed in the molecular structures of active
major purpose of engaging students in introductory pharmacol- ingredients of painkillers or analgesics?”).
ogy concepts (as pharmacology is within their 4 year BSN 4 Engage in pre-pharmacology topics (to stimulate
curriculum plan). This exercise also helped to introduce preparation for pharmacology courses and NCLEX
structures of biochemical agents in human physiology chemical Licensing Exam).
pathways (also, within the 4 year BSN curriculum plan). The 5 Learn to use chemical drawing software (a skill set not
overall principal focus was to get nursing students thinking about often introduced in an undergraduate nursing chemistry
the roles of organic chemistry in healthcare using a concept most course).
familiar to them at the time of the undergraduate course (OTC 6 Develop important interdisciplinary skill sets by observing
drug use in healthcare). This exercise served as an easy-to-use chemistry from a pharmacy student education or
hands-on visualization platform for organic chemistry struc- pharmaceutical professional perspective (Figure 3).15,16
B DOI: 10.1021/acs.jchemed.9b00388
J. Chem. Educ. XXXX, XXX, XXX−XXX
Journal of Chemical Education Article
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pharmacological knowledge10,12a curriculum standard for
METHOD baccalaureate education in nursing programs and NCLEX-RN
“Test Plan” (which includes human physiology and pathophysi-
Student Pre-Lab Assignment ology courses).11,23 As such (in addition to the Learning Goals)
Prior to the 2D molecular drawing exercise, students were the outcomes (or objectives) for the 2D molecular drawing lab
assigned a preparatory laboratory skills assessment on Sakai a exercise were designed with both pharmacology and human
learning management system (LMS) based on virtual learning physiology education as a foundation. The immediate outcomes
environment (or VLE) software.17 A number of molecular include the following:
structures were illustrated, in the pre-lab assignments, in which • Understand functional groups of organic compounds.
students had to identify the functional groups (Table 1). As this • Learn nomenclature of chemical compounds using 2D
computer lab exercise was designed to be complementary to the molecular drawing software.
C DOI: 10.1021/acs.jchemed.9b00388
J. Chem. Educ. XXXX, XXX, XXX−XXX
Journal of Chemical Education Article
Table 1. 2D Molecular Drawing Exercise Sample Structures and OTC Drug Active Ingredient Examplesa
a
Students participating in this virtual lab activity are provided with a list of OTC drugs in lecture presentation illustrating the role of organic
chemistry in healthcare and pharmaceuticals (over-the-counter or OTC drugs), and in the subsequent lab students are given a list of molecules to
generate using ACD Chem/Sketch online software. The sample lab activity illustrates possible correlations between the basic structure of organic
molecular groups and OTC drug active ingredients.
• Draw 2D molecular structures using software. molecular drawing software, the Instructor encouraged students
• Identify and describe molecular structure−function to view organic chemistry topics from a different perspective
relationships of selected molecular drawings, pertaining (from the hypothetical viewpoint of a pharmaceutical R&D
to active ingredient compounds OTC drugs and chemist or medicinal or organic chemical analyst) of OTC drugs
implications in healthcare (Figure 3).
(Figure 3). This was done to further promote student
• Identify and describe molecular structure−function
relationships of selected molecular drawings, pertaining engagement and highlight the important role of organic
to biological agents in human physiological reactions and chemistry education in pharmacology (Figure 1, Table
implications in healthcare (Figure 4). 1)12,14and interprofessional perspectives of a nursing student
With these set outcomes, the assignment was intended to as a pharmaceutical specialist. Nurses often garner a relative
predominantly help students recognize functional groups of perspective of other health science professionals to better
chemical compounds and the roles of those functional groups in collaborative efforts with colleagues, a skill set allowing allied
the molecular design of OTC drugs and further student health professionals to coordinate their efforts so they align for
understanding of the intrinsic structures of biological agents of
effective patient care. This lab provided a safe environment for
human physiological pathways. The novelty in this approach is
that drawing the 2D molecular structures is the first step of this an organic synthesis laboratory projectwith marginal ease of
exercise, to both help students visual the molecular structure− use. An anonymous and completely voluntary student poll was
function relationship as they make connections to OTC drug administered via the Sakai LMS,17 asking students of the ACD/
compounds, biological agents, and healthcare and introduce ChemSketch software or similar software ease of useless than
undergraduate nursing students to chemical software they would 7% (of n = 136) noted that the software was difficult to use (n =
otherwise most likely not employ. Figures 3 and 4 are explicative
9, of 136) (Figure 5).
diagrams students were ideally expected to illustrate or discuss in
their lab reports.
Designing a 2D Molecular Drawing Lab Exercise for Nursing
Students
A supplemental ACD/ChemSketch tutorial and manual was
available to students with further instructions on using the
ACD/ChemSketch freeware.14 Students were provided with a
list of compounds with varying functional classes (see the
Supporting Information): amine, alcohol, ketone, thiol, alkane,
aromatic (benzene derivatives), and aldehyde. Following receipt
of the chemical compounds list, students were instructed to
generate drawings of the compounds using the ACD/
ChemSketch freeware, save as a pdf, and upload into SAKAI
LMS (Figure 1B). Lastly, students were instructed to submit a
formal lab report, which included the following discussion topic:
“Now that you have completed the “ChemSketch Molecular Figure 5. Poll results of ease of use of ACD/ChemSketch software or
Drawing” Lab assignment, please consider the following discussion similar software, for students in the chemistry health professions course.
topic: List the advantages of employing Molecular Drawing in This anonymous voluntary student poll was administered using the
Pharmacology and Medicinal Chemistry”. As students used the 2D Sakai LMS.17
D DOI: 10.1021/acs.jchemed.9b00388
J. Chem. Educ. XXXX, XXX, XXX−XXX
Journal of Chemical Education
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Article
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exercise with positive feedback introduced in an undergraduate
chemistry for health professions (non-chemistry majors) virtual
DISCUSSION lab course (Figures 5−7). Additionally, coupling this molecular
To measure the (student perceived) usefulness of this simple drawing exercise with lectures on functional groups and
molecular drawing exercise in an undergraduate chemical for geometry of organic compounds allows students to identify
health professions lab course, an additional voluntary anony- connections between organic molecular design, molecular group
mous Sakai17 poll was designed. Students were asked whether functionalities, and the role organic compounds as active
they were able to “recognize” correlations between the structure ingredients in OTC drugs. Developing a lecture presentation
and function of an organic molecule of the active ingredient in an illustrating the identification and correlations between func-
OTC drug, over 60% (of n = 136) of participants answered “yes”, tional groups and geometry of organic compounds in
attributing this new found knowledge to the molecular drawing pharmaceutical drug categories (i.e. analgesics, including but
exercise. Less than 18% of students noted that they already not limited to acetaminophen or aspirin and antimicrobial
acquired an awareness of the aforementioned prior to the agents/ointments, such as bacitracin or neomycin−bacitracin−
exercise (Figure 6). Lastly, the following question was presented polymyxin B), highlights the presence of specific functional
in an anonymous voluntary student poll regarding the 2D groups (e.g., amine or alcohols) in the active ingredients of OTC
molecular drawing exercise, “In your opinion, which of the drugs. Using the previous as a “launching pad” to continue
E DOI: 10.1021/acs.jchemed.9b00388
J. Chem. Educ. XXXX, XXX, XXX−XXX
Journal of Chemical Education Article
discussions on the role of molecular structure−function in (7) Ilardi, E. A.; Vitaku, E.; Njardarson, J. T. An In-Pharm-ative
biochemical pathways and healthcare provides a foundation for Educational Poster Anthology Highlighting the Therapeutic Agents
the undergraduate nursing students as they prepare for future That Chronicle Our Medicinal History. J. Chem. Educ. 2013, 90, 1403−
human physiology courses. As observed in Figures 3 and 4, 1405.
(8) McGrath, N. A.; Brichacek, M.; Njardarson, J. T. A Graphical
forming these connections between chemistry topics, with the Journey of Innovative Organic Architectures That Have Improved Our
aid of interactive visual tools such as 2D (or 3D) molecular Lives. J. Chem. Educ. 2010, 87, 1348−1349.
drawing software, creates a bridge to the subject of organic (9) Mahaffey, A. L. Interfacing virtual and face-to-face teaching
chemical functional groups of compounds involved in medicinal methods in an undergraduate human physiology course for health
and biological reactions in the human body, which would be professions students. Adv. Physiol. Educ. 2018, 42, 477−481.
useful in undergraduate health sciences education. This (10) Barkhouse-MacKeen, C. D.; Murphy, A. L. Pharmacology in
complementary exercise is a tool designed to help undergraduate undergraduate nursing education: Innovative strategies for enhancing
nursing students recognize the ubiquitous nature of chemistry medication related knowledge, attitudes, skills and behaviours. J. Nurs.
(and molecular structure−function relations) in healthcare Educ. Pract. 2012, 3, 91−101.
sciences. (11) National Council of State Boards of Nursing. 2019 NCLEX Test
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Plan, 2019; https://www.ncsbn.org/2019_RN_TestPlan-English.pdf
(accessed Jul. 26, 2019).
ASSOCIATED CONTENT (12) Blakemore, D. C.; Castro, L.; Churcher, I.; Rees, D. C.; Thomas,
*
S Supporting Information A. W.; Wilson, D. M.; Wood, A. Organic synthesis provides
The Supporting Information is available on the ACS opportunities to transform drug discovery. Nat. Chem. 2018, 10, 383.
Publications website at DOI: 10.1021/acs.jchemed.9b00388. (13) Raymond, K. W. General, organic, and biological chemistry: An
integrated approach; John Wiley & Sons: Hoboken, NJ, USA, 2014.
Student lab report format and supplemental molecular (14) Advanced Chemistry Development ACD/ChemSketch for Academic
drawing instructions (PDF, DOCX) and Personal Use; ACD/Labs, Toronto, Canada; https://www.acdlabs.
Pre-lab online worksheet for chemical drawing exercise com/resources/freeware/chemsketch/ (accessed Jul. 26, 2019).
(PDF, DOCX) (15) Cropp, C. D.; Beall, J.; Buckner, E.; Wallis, F.; Barron, A.
Interprofessional Pharmacokinetics Simulation: Pharmacy and Nursing
Pre-lab KEY online worksheet for chemical drawing
Students’ Perceptions. Pharmacy (Basel, Switzerland) 2018, 6, 70.
exercise (PDF, DOCX) (16) Wilbur, K.; Kelly, I. Interprofessional impressions among nursing
■ AUTHOR INFORMATION
Corresponding Author
and pharmacy students: a qualitative study to inform interprofessional
education initiatives. BMC Med. Educ. 2015, 15, 53.
(17) Apereo Foundation Sakai. Meeting the Needs of a Global
Community; https://www.sakaiproject.org (accessed Jul. 26, 2019).
*E-mail: amahaf1@luc.edu. (18) National Center for Biotechnology Information, U.S. National
ORCID Library of Medicine. Naproxen, PubChem CID = 156391; https://
pubchem.ncbi.nlm.nih.gov/compound/156391 (accessed Jul. 26,
Angela L. Mahaffey: 0000-0003-3387-7063 2019).
Notes (19) Vane, J. R.; Botting, R. M. The mechanism of action of aspirin.
The author declares no competing financial interest. Thromb. Res. 2003, 110, 255−258.
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(20) NobelPrize.org. John R. Vane − Biographical; Nobel Media AB,
Stockholm, 1982; https://www.nobelprize.org/prizes/medicine/
ACKNOWLEDGMENTS 1982/vane/biographical/ (accessed July 26, 2019).
I thank the ACS|JCE reviewers for their editing suggestions. I (21) Vane, J. R. Inhibition of Prostaglandin Synthesis as a Mechanism
also acknowledge Marcella Niehoff School of Nursing mentor of Action for Aspirin-like Drugs. Nature New Biology 1971, 231, 232.
Lisa Skemp. (22) Connelly, D. A History of Aspirin. Clin. Pharm. 2014, 6, 53.
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(23) National Council of State Boards of Nursing. 2016 NCLEX-RN
REFERENCES Test Plan, 2016; https://www.ncsbn.org/RN_Test_Plan_2016_Final.
pdf (accessed Jul. 26, 2019).
(1) Brown, C. E.; Henry, M. L. M.; Barbera, J.; Hyslop, R. M. A Bridge
between Two Cultures: Uncovering the Chemistry Concepts Relevant
to the Nursing Clinical Practice. J. Chem. Educ. 2012, 89, 1114−1121.
(2) Smith, A. L.; Paddock, J. R.; Vaughan, J. M.; Parkin, D. W.
Promoting Nursing Students’ Chemistry Success in a Collegiate Active
Learning Environment: ″If I Have Hope, I Will Try Harder″. J. Chem.
Educ. 2018, 95, 1929−1938.
(3) Daina, A.; Blatter, M.; Baillie Gerritsen, V.; Palagi, P. M.; Marek,
D.; Xenarios, I.; Schwede, T.; Michielin, O.; Zoete, V. Drug Design
Workshop: A Web-Based Educational Tool To Introduce Computer-
Aided Drug Design to the General Public. J. Chem. Educ. 2017, 94,
335−344.
(4) Carvalho, I.; Borges, Ã .; Bernardes, L. Medicinal Chemistry and
Molecular Modeling: An Integration To Teach Drug Structure-Activity
Relationship and the Molecular Basis of Drug Action. J. Chem. Educ.
2005, 82, 588.
(5) Tsai, C. S. Using Computer Applications and Online Resources
To Teach and Learn Pharmaceutical Chemistry. J. Chem. Educ. 2007,
84, 2019.
(6) Trippier, P. C. Molecule of the Month: Relating Organic
Chemistry Principles to Drug Action. J. Chem. Educ. 2018, 95, 1112−
1117.
F DOI: 10.1021/acs.jchemed.9b00388
J. Chem. Educ. XXXX, XXX, XXX−XXX